RSC - Org. Biomol. Chem. latest articles

Synthesis and biological evaluation of new paclitaxel analogs and discovery of potent antitumor agents

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40654G, Paper

Kyriacos C. Nicolaou, Roman A. Valiulin
Synthesis and biological evaluation of a series of paclitaxel analogs revealed a number of potent antitumor agents, including 21a, 23, 27, and 29.
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The effect of loop residues in four-stranded dimeric structures stabilized by minor groove tetrads

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40741A, Paper

Nuria Escaja, Irene Gomez-Pinto, Julia Viladoms, Enrique Pedroso, Carlos Gonzalez
Some DNA oligonucleotides can fold back and self-associate forming dimeric structures stabilized by intermolecular base pairs. The resulting antiparallel dimer is a tightly packed four-stranded structure formed by a core...
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Synthesis of analogs of the radiation mitigator JP4-039 and visualization of BODIPY derivatives in mitochondria

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40489G, Communication

Peter Wipf, Marie Celine Frantz, Erin Skoda, Joshua Sacher, Mike Epperly, Julie Goff, Joel Greenberger
JP4-039 is a lead structure in a series of nitroxide conjugates that are capable of accumulating in mitochondria and scavenging reactive oxygen species (ROS). To explore structure-activity relationships (SAR), new...
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Peptide-LNA oligonucleotide conjugates

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40786A, Paper

I. Kira Astakhova, Lykke Haastrup Hansen, Birte Vester, Jesper Wengel
Herein we reveal how the CuAAC click reaction on a 2[prime or minute]-alkyne-2[prime or minute]-amino-LNA scaffold can be applied for preparation of peptide-oligonucleotide conjugates demonstrating high target binding affinity and selectivity, and remarkable stability in human serum.
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Cooperative enhancement of optical nonlinearities in a porphyrin derivative bearing a pyrimidine chromophore at the periphery

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40323H, Paper

Aijian Wang, Lingliang Long, Suci Meng, Xiufen Li, Wei Zhao, Yinglin Song, Marie P. Cifuentes, Mark G. Humphrey, Chi Zhang
Enhanced optical nonlinearities were observed for compound 6 due to a combination of different nonlinear mechanisms.
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Probing deep into the interaction of a fluorescent chalcone derivative and bovine serum albumin (BSA): an experimental and computational study

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB27331H, Paper

Haline G. O. Alvim, Emma L. Fagg, Aline L. de Oliveira, Heibbe C. B. de Oliveira, Sonia M. Freitas, Mary-Ann E. Xavier, Thereza A. Soares, Alexandre F. Gomes, Fabio C. Gozzo, Wender A. Silva, Brenno A. D. Neto
In the present manuscript, a novel fluorescent chalcone derivative is synthesized and its photophysical properties are fully characterized.
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Organocatalytic asymmetric synthesis of [small beta]3-amino acid derivatives

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40917A, Perspective

Sun Min Kim, Jung Woon Yang
[small beta]³-Amino acid derivatives are an essential resource for pharmaceutical production, medicinal chemistry, and biochemistry. In this review, recent developments of versatile organocatalysis, i.e., H-bonding catalysis (or Bronsted acid catalysis), Lewis...
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Promiscuity of a modular polyketide synthase towards natural and non-natural extender units

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40633D, Paper

Irina Koryakina, John B. McArthur, Matthew M. Draelos, Gavin J. Williams
Using engineered malonyl-CoA synthetases, a polyketide synthase module was shown to utilize non-natural extender units, providing a guide for further engineering.
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The chemical fate of paroxetine metabolites. Dehydration of radicals derived from 4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40219C, Paper

Davor Sakic, Florian Achrainer, Valerije Vrcek, Hendrik Zipse
The light-induced dehydration of paroxetine metabolites is a radical-mediated process which can be modeled computationally. Several structures, not considered earlier, are proposed as probable photoproducts in aqueous environments.
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Cross metathesis of allyl alcohols: how to suppress and how to promote double bond isomerization

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40167G, Paper

Bernd Schmidt, Sylvia Hauke
Redox isomerization as a consecutive reaction in the cross metathesis of allyl alcohols can be effectively suppressed or deliberately promoted to obtain [gamma]-hydroxy enoates or [gamma]-oxo-esters selectively.
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Protein engineering of oxidosqualene-lanosterol cyclase into triterpene monocyclase

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40493E, Paper

Cheng-Hsiang Chang, Hao-Yu Wen, Wen-Shiang Shie, Ching-Ting Lu, Meng-Erh Li, Yuan-Ting Liu, Wen-Hsuan Li, Tung-Kung Wu
An ERG7^H234W/Y510W double mutant generates achilleol A as the sole product, supporting the concept of reverse evolution of triterpene cyclase.
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First studies directed towards the diastereoselective synthesis of the BCD tricyclic core of brownin F

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40363G, Paper

Fabien Rodier, Jean-Luc Parrain, Gaelle Chouraqui, Laurent Commeiras
The BCD tricyclic core of brownin F was prepared in eight synthetic operations for the first time. Our synthesis features a diastereo-, chemo- and regioselective intramolecular [3 + 2] cycloaddition between a cyclic carbonyl ylide and a [gamma]-alkylidenebutenolide.
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Analysis of designed [small beta]-hairpin peptides: molecular conformation and packing in crystals

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB25777K, Paper

Subrayashastry Aravinda, Upadhyayula S. Raghavender, Rajkishor Rai, Veldore V. Harini, Narayanaswamy Shamala, Padmanabhan Balaram
Crystal structure determination of several designed [small beta]-hairpin peptides reveal three broad modes of association: parallel packing, antiparallel packing and orthogonal packing..
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Aerobic oxidation of indole carbinols using Fe(NO3)3[middle dot]9H2O/TEMPO/NaCl as catalysts

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40226F, Paper

Jinxian Liu, Shengming Ma
A practical method for the aerobic oxidation of indole carbinols using Fe(NO₃)₃[middle dot]9H₂O/TEMPO/NaCl as catalysts under mild conditions was developed, affording aldehydes or ketones in good to excellent yields.
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Synthesis of 4H-1,4-oxazines as transthyretin amyloid fibril inhibitors

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40377G, Paper

Weipeng Li, Xiaowei Duan, Hong Yan, Hongxing Xin
4H-1,4-oxazines were designed as transthyretin (TTR) amyloid fibril inhibitors based on an analysis of the interactions between known small molecule inhibitors and TTR by molecular docking. A series of 2,4,6-triaryl-4H-1,4-oxazines...
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Efficient Bioconjugation of 5-Fluoro-5-Deoxy-Ribose (FDR) to RGD Peptides for Positron Emission Tomography (PET) Imaging of v3 Integrin Receptor

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40550H, Paper

David OHagan, Matteo Zanda, Qingzhi Zhang, Sergio Dall'Angelo, Monica Piras, Ian Fleming, Lutz Schweiger
The utility of 5-fluoro-5-deoxyribose (FDR) as an efficient bioconjugation agent for radiolabelling of the RGD peptides c(RGDfK) and c(RGDfC) is demonstrated. The bioconjugation is significantly superior to that achieved with...
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The stereoselective approach for the southeast segment (C1-C16) of (+)-sorangicin A

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40985F, Paper

Pabbaraja Srihari, Sridhar Ydhyam
The stereoselective protective group free synthesis of C1-C16 fragment of (+)-sorangicin A consisting of a dihydropyran subunit with a chiral alkyl substituent is achieved. The synthesis of 4-stereogenic centered subunit...
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Synthesis of a selective inhibitor of a fucose binding bacterial lectin from Burkholderia ambifaria

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40520F, Paper

Barbara Richichi, Anne Imberty, Emilie Gillon, Rosa Bosco, Ieva Sutkeviciute, Franck Fieschi, Cristina Nativi
The stereoselective synthesis of the new fucose-based derivative 1, as the first example of glycomimetics selectively recognized by the fucose-binding lectin BambL from Burkholderia ambifaria, is described.
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Biocompatible, multifunctional, and well-defined OEG-based dendritic platforms for biomedical applications

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40492G, Paper

Lorena Simon-Gracia, Daniel Pulido, Chantal Sevrin, Christian Grandfils, Fernando Albericio, Miriam Royo
Multifunctional and well-defined OEG-based dendron platforms with high chemical versatility and biocompatibility have been described as being useful for biomedical applications.
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A transition metal-free tandem process to pyridazinopyrido[3,2-f][1,4]thiazepine-diones via Smiles rearrangement

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40719E, Paper

Xiaoyi Niu, Bingchuan Yang, Yanqiu Li, Shuai Fang, Zixiao Huang, Caixia Xie, Chen Ma
A transition metal-free methodology for the synthesis of pyridazinopyrido[3,2-f][1,4]thiazepine-diones was studied. The high yields of pure products were obtained by recrystallization via a one-pot coupling-Smiles rearrangement-cyclization process.
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Trace amount Cu (ppm)-catalyzed intramolecular cyclization of 2-(gem-dibromovinyl)phenols(thiophenols) to 2-bromobenzofurans(thiophenes)

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40531A, Paper

Yong Ji, Pinhua Li, Xiuli Zhang, Lei Wang
An intramolecular cyclization of 2-(gem-dibromovinyl)phenols(thiophenols) to give 2-bromobenzofurans(thiophenes) in the presence of Cu (25 ppm, 0.0064 mol%) has been developed.
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Dibenzotetraaza[14]annulene-adenine conjugate recognizes complementary poly dT among ss-DNA/ss-RNA sequences

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40519B, Paper

Marijana Radic Stojkovic, Marko Skugor, Sanja Tomic, Marina Grabar, Vilko Smrecki, Lukasz Dudek, Jaroslaw Grolik, Julita Eilmes, Ivo Piantanida
DBTAA-(CH₂)₃-adenine: the first small molecule able to recognize consecutive oligo dT sequence by affinity and specific chirooptical (ICD) response.
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In-peptide synthesis of di-oxazolidinone and dehydroamino acid-oxazolidinone motifs as [small beta]-turn inducers

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40357B, Paper

Rossella De Marco, Arianna Greco, Sebastiano Rupiani, Alessandra Tolomelli, Claudia Tomasini, Silvia Pieraccini, Luca Gentilucci
Constraining a peptide in a snap: linear peptides 1 give rise in a single step to sequences Oxd²-Oxd³ (2) or [capital Delta]Abu²-Oxd³ (3), characterized by well defined extended or folded conformations.
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NHC-Mediated Cross-Coupling of Sugar-Derived Cyclic Nitrones with Enals: General and Efficient Synthesis of Polyhydroxylated Pyrrolizidines and Indolizidines

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40696B, Paper

Wen-Yuan Xu, Ren Iwaki, Yue-Mei Jia, Wei Zhang, Atsushi Kato, Chu-Yi Yu
A general and efficient method for the synthesis of polyhydroxylated pyrrolizidines and indolizidines has been developed based on the NHC-catalyzed cross-coupling of sugar-derived cyclic nitrones with enals, which afforded the...
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Azastilbenes: A cut off to p38 MAPK inhibitors

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB27449G, Paper

Jia-Fei Poon, John Patrick Alao, Per Sunnerhagen, Peter Diner
Inhibitors with vicinal 4-fluorophenyl / 4-pyridine rings on a five- or six-membered heterocyclic ring are known to inhibit the p38 mitogen-activated protein kinase (MAPK), which is a potential target in...
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Synthesis and pharmacological characterization of new tetrahydrofuran based compounds as conformationally constrained histamine receptor ligands

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40441B, Paper

Julian Bodensteiner, Paul Baumeister, Roland Geyer, Armin Buschauer, Oliver Reiser
A series of tetrahydrofuran based compounds with a bicyclic core were synthesized and investigated by radioligand binding and functional studies at the human histamine receptor subtypes.
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Convenient in situ Generation of Various Dichlorinating Agents from Oxone and Chloride: Diastereoselective Dichlorination of Allylic and Homoallylic Alcohol Derivatives

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40670A, Communication

Jingyun Ren, Rongbiao Tong
A safe and convenient protocol was developed for in situ generation of various dichlorinating agents (c.f. Cl2, NCl3, Et4NCl3, ArICl2) from oxone and chloride. The synthetic utility of this protocol...
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Palladium-catalyzed conjugate addition of arylsulfonyl hydrazides with [small alpha],[small beta]-unsaturated ketones

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40518D, Communication

Guo-Jun Deng, Wen Chen, Hui Chen, Fuhong Xiao
A palladium-catalyzed desulfitative-denitrogenative conjugate addition of arylsulfonyl hydrazides with [small alpha],[small beta]-unsaturated ketones is described. The reaction showed very good selectivity and tolerated a wide range of functionalities under an atmosphere of...
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Aerobic C-H Amination of Tetrahydrocarbazole Derivatives via Photochemically Generated Hydroperoxides

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40919H, Paper

Martin Klussmann, Naeem Gulzar
A Bronsted acid catalyzed C-H functionalization via Intermediate PeroxideS (CHIPS), generated photochemically, allows the oxidative coupling of indole derivatives with a variety of nitrogen nucleophiles. The reaction can be performed...
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Aniline mediated oxidative C-C bond cleavage of [small alpha]-alkoxy aldehydes in air and a model reaction for the synthesis of [small alpha]-(D)-amino acid derivatives

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40685G, Communication

Bin Hu, Yunfeng Li, Zhongjun Li, Xiangbao Meng
A metal-free and 4-methyl aniline mediated method for the oxidative C-C bond cleavage has been developed. The reaction proceeds in air using molecular oxygen as the oxidant, affording one-carbon shortened...
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Carboxylation of alkynylsilanes with carbon dioxide mediated by cesium fluoride in DMSO

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40760H, Communication

Misato Yonemoto-Kobayashi, Kiyofumi Inamoto, Yoshiyuki Tanaka, Yoshinori Kondo
Alkynylsilanes with functional groups were carboxylated using CO₂ in balloon in the presence of CsF in DMSO at room temperature.
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Synthesis and antiproliferative activity of selenoindirubins and selenoindirubin-N-glycosides

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40603B, Paper

Friedrich Erben, Dennis Kleeblatt, Marcel Sonneck, Martin Hein, Holger Feist, Thomas Fahrenwaldt, Christine Fischer, Abdul Matin, Jamshed Iqbal, Michael Plotz, Jurgen Eberle, Peter Langer
Selenoindirubin-N-glycosides were prepared and their anti-cancer activity was studied.
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Proline catalyzed sequential [small alpha]-aminooxylation or -amination/reductive cyclization of o-nitrohydrocinnamaldehydes: a high yield synthesis of chiral 3-substituted tetrahydroquinolines

Org. Biomol. Chem., 2013, 11,3608-3611
DOI: 10.1039/C3OB40320C, Communication

Varun Rawat, B. Senthil Kumar, Arumugam Sudalai
A new sequential proline catalyzed [small alpha]-aminooxylation or -amination/reductive cyclization protocol for the synthesis of enantioenriched 3-substituted tetrahydroquinoline derivatives (THQs) in high yields is described.
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Manipulating non-innocent [small pi]-spacers: the challenges of using 2,6-disubstituted BODIPY cores within donor-acceptor light-harvesting motifs

Org. Biomol. Chem., 2013, 11,3756-3760
DOI: 10.1039/C3OB40213D, Paper

Catherine Bonnier, Devin D. Machin, Omar Abdi, Bryan D. Koivisto
The syntheses and physicochemical properties for a series of 2,6-disubstituted-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes are reported.
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O-Benzoxazolyl imidates as versatile glycosyl donors for chemical glycosylation

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40667A, Paper

Swati S. Nigudkar, Archana R. Parameswar, Papapida Pornsuriyasak, Keith J. Stine, Alexei V. Demchenko
Herein, we report a new class of glycosyl donors, benzoxazolyl imidates, for chemical glycosylation.
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New meso-substituted trans-A2B2 di(4-pyridyl)porphyrins as building blocks for metal-mediated self-assembling of 4 + 4 Re(I)-porphyrin metallacycles

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40452H, Paper

Mariangela Boccalon, Elisabetta Iengo, Paolo Tecilla
An optimized high-yield synthesis of meso-arylsubstituted trans-A₂B₂ di(4-pyridyl)porphyrins and their use as building blocks in the Re(I)-mediated self-assembling of square metallacycles are presented.
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A novel domino strategy for forming poly-substituted quaternary imidazoles through a Cs2CO3-promoted aryl migration process

Org. Biomol. Chem., 2013, 11,3603-3607
DOI: 10.1039/C3OB40666K, Communication

Hai-Wei Xu, Wei Fan, Meng-Yuan Li, Bo Jiang, Shu-Liang Wang, Shu-Jiang Tu
A new domino strategy for the synthesis of highly functionalized quaternary imidazole derivatives via [3 + 2] heterocyclization, involving an aryl migration and ring-opening of oxirane, has been developed.
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Catalyst-controlled switchable phosphination of [small alpha]-diazoesters

Org. Biomol. Chem., 2013, 11,3612-3615
DOI: 10.1039/C3OB40429C, Communication

Honglai Jiang, Hongming Jin, Ablimit Abdukader, Aijun Lin, Yixiang Cheng, Chengjian Zhu
A catalyst-controlled switchable phosphination of [small alpha]-diazoesters has been developed by using DBU and copper as catalysts. It provided an efficient synthetic method for the construction of various phosphorus compounds via the formation of N-P and C-P bonds.
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Design and synthesis of tryptophan containing dipeptide derivatives as formyl peptide receptor 1 antagonist

Org. Biomol. Chem., 2013, 11,3742-3755
DOI: 10.1039/C3OB40215K, Paper

Tsong-Long Hwang, Chih-Hao Hung, Ching-Yun Hsu, Yin-Ting Huang, Yu-Chi Tsai, Pei-Wen Hsieh
A series of tryptophan containing dipeptides were synthesized and their anti-inflammatory effects and underlying mechanisms were investigated in human neutrophils.
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Regioselective di- and tetra-functionalisation of [gamma]-cyclodextrin using capping methodology

Org. Biomol. Chem., 2013, 11,3699-3705
DOI: 10.1039/C3OB40234G, Paper

Matthieu Jouffroy, Dominique Armspach, Dominique Matt, Loic Toupet
[gamma]-Cyclodextrin was regioselectively functionalised using the dialkylating capping reagent 1,3-bis[bis(4-tert-butylphenyl)chloro-methyl]benzene.
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Structural modifications of (Z)-3-(2-aminoethyl)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dione that improve selectivity for inhibiting the proliferation of melanoma cells containing active ERK signaling

Org. Biomol. Chem., 2013, 11,3706-3732
DOI: 10.1039/C3OB40199E, Paper

Kwan-Young Jung, Ramin Samadani, Jay Chauhan, Kerrick Nevels, Jeremy L. Yap, Jun Zhang, Shilpa Worlikar, Maryanna E. Lanning, Lijia Chen, Mary Ensey, Sagar Shukla, Rosene Salmo, Geoffrey Heinzl, Caryn Gordon, Troy Dukes, Alexander D. MacKerell, Jr., Paul Shapiro, Steven Fletcher
Cell-based SAR of an ERK docking domain inhibitor
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Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes: a protecting-group economic synthesis of phenolic stilbenes

Org. Biomol. Chem., 2013, 11,3674-3691
DOI: 10.1039/C3OB40420J, Paper

Bernd Schmidt, Nelli Elizarov, Rene Berger, Frank Holter
4[prime or minute]-Hydroxy stilbenes were synthesized from 4-phenol diazonium salts via the Heck-Matsuda coupling without using OH-protecting groups for the arylating agent.
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Theoretical investigation of the Diels-Alder reactions of unsaturated boronates

Org. Biomol. Chem., 2013, 11,3733-3741
DOI: 10.1039/C3OB40146D, Paper

Nicolas Grimblat, Silvina C. Pellegrinet
Concerted normal electron-demand Diels-Alder reactions with asynchronous TSs and weak [4 + 3] C-B SOIs for boronates.
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Transition metal-catalyzed functionalization of pyrazines

Org. Biomol. Chem., 2013, 11,3583-3602
DOI: 10.1039/C3OB40460A, Perspective

Nicolai I. Nikishkin, Jurriaan Huskens, Willem Verboom
This review deals with recent progress in the field of transition metal-catalyzed cross-coupling reactions on pyrazine systems.
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Silver-catalyzed amidation of benzoylformic acids with tertiary amines via selective carbon-nitrogen bond cleavage

Org. Biomol. Chem., 2013, 11,3649-3654
DOI: 10.1039/C3OB40619A, Paper

Xiaobin Zhang, Wenchao Yang, Lei Wang
A novel approach to [small alpha]-ketoamides using tertiary amines as nitrogen group sources via C-N bond cleavage has been developed.
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An efficient coupling of N-tosylhydrazones with 2-halopyridines: synthesis of 2-[small alpha]-styrylpyridines endowed with antitumor activity

Org. Biomol. Chem., 2013, 11,3664-3673
DOI: 10.1039/C3OB40263K, Paper

Marie Lawson, Abdallah Hamze, Jean-Francois Peyrat, Jerome Bignon, Joelle Dubois, Jean-Daniel Brion, Mouad Alami
PdCl₂(MeCN)₂ in combination with DPPF or ^tBu₂MeP-HBF₄ catalyzes the reaction of N-tosylhydrazones with various 2-halopyridines to provide the 2-alpha-styrylpyridines olefins of biological interest.
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Four-component assembly in the crystalline state driven by amidinium-carboxylate salt bridge formation from an aqueous solution

Org. Biomol. Chem., 2013, 11,3692-3698
DOI: 10.1039/C3OB40309B, Paper

Takahiro Kusukawa, Kazuya Matsumoto, Hajime Nakamura, Wataru Iizuka, Keisuke Toyama, Shota Takeshita
The introduction of two amidinium groups to the 1,8-position of a spacer unit can control the direction of formation of a self-assembled structure and succeeded in the formation of a four-component assembled structure .
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One-shot preparation of an inherently chiral trifunctional calix[4]arene from an easily available cone-triformylcalix[4]arene

Org. Biomol. Chem., 2013, 11,3642-3648
DOI: 10.1039/C3OB40355F, Paper

Maria Ciaccia, Irene Tosi, Roberta Cacciapaglia, Alessandro Casnati, Laura Baldini, Stefano Di Stefano
An inherently chiral ABCH-substituted cone-calix[4]arene derivative has been prepared in a one-step process starting from the easily available cone-triformylcalix[4]arene.
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Aqueous SDS micelle-promoted acid-catalyzed domino ABB[prime or minute] imino Diels-Alder reaction: a mild and efficient synthesis of privileged 2-methyl-tetrahydroquinoline scaffolds

Org. Biomol. Chem., 2013, 11,3655-3663
DOI: 10.1039/C3OB40171E, Paper

Diego R. Merchan Arenas, Carlos A. Martinez Bonilla, Vladimir V. Kouznetsov
A new green and efficient synthesis of cis 4-amido-N-yl-2-methyl-1,2,3,4-tetrahydroquinolines through domino type ABB[prime or minute] imino Diels-Alder reaction in acidified aqueous-SDS surfactant was developed.
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Formation, structure, and reactivity of meso-tetraaryl-chlorolactones, -porpholactams, and -chlorolactams, porphyrin and chlorin analogues incorporating oxazolone or imidazolone moieties

Org. Biomol. Chem., 2013, 11,3616-3628
DOI: 10.1039/C3OB40138C, Paper

Joshua Akhigbe, John Haskoor, Jeanette A. Krause, Matthias Zeller, Christian Bruckner
An hydrazine-induced O-to-N exchange in porpholactones forms porpholactams; a concomitant reduction generates the chlorin analogues chlorolactone and chlorolactam; further manipulations generates imidazoloporphyrins.
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CAL-B catalyzed desymmetrization of 3-alkylglutarate: "olefin effect" and asymmetric synthesis of pregabalin

Org. Biomol. Chem., 2013, 11,3635-3641
DOI: 10.1039/C3OB40311D, Paper

Jae-Hoon Jung, Doo-Ha Yoon, Philjun Kang, Won Koo Lee, Heesung Eum, Hyun-Joon Ha
CAL-B catalyzed desymmetrization of prochiral 3-alkylglutaric acid diesters was performed to prepare optically active 3-alkylglutaric acid monoesters bearing various alkyl substituents, including methyl, ethyl, propyl and allyl groups.
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Highly stereoselective directed reactions and an efficient synthesis of azafuranoses from a chiral aziridine

Org. Biomol. Chem., 2013, 11,3629-3634
DOI: 10.1039/C3OB27390C, Paper

Hogyu Lee, Jun Hee Kim, Won Koo Lee, Jaeheung Cho, Wonwoo Nam, Jaedeok Lee, Hyun-Joon Ha
Azafuranoses represented by the natural product (+)-2,5-imino-2,5,6-trideoxy-gulo-heptitol and its C(3)-epimer were elaborated from a commercially available enantiomerically pure (2R)-hydroxymethylaziridine by highly stereoselective directed reactions..
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Synthesis of bis-[small alpha],[small alpha]'-amino acids through diastereoselective bis-alkylations of chiral Ni(II)-complexes of glycine

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40594J, Paper

Jiang Wang, Hong Liu, Jose Luis Acena, Daniel Houck, Ryosuke Takeda, Hiroki Moriwaki, Tatsunori Sato, Vadim A Soloshonok
The Ni(II) complex derived from glycine Schiff base with (S)-N-(benzylprolyl)-2-aminobenzophenone can be effectively alkylated with [small alpha],[small omega]-dibromide reagents to furnish the corresponding bis-alkylated products. This method presents a direct approach for...
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Chemical approach for interconversion of (S)- and (R)-[small alpha]-amino acids

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40541A, Paper

Alexander E. Sorochinsky, Hisanori Ueki, Jose Luis Acena, Trevor K Ellis, Hiroki Moriwaki, Tatsunori Sato, Vadim A Soloshonok
Here we report a general method for preparation of unnatural (R)-[small alpha]-amino acids via complexation of [small alpha]-(phenyl)ethylamine derived chiral reagent (S)-3 with various (S)-[small alpha]-amino acids . The reactions proceed with synthetically...
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Discovery of New Heterocycles with Activity against Human Neutrophile Elastase Based On A Boron Promoted One-Pot Assembly Reaction.

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40614H, Paper

Francesco Montalbano, Pedro Cal, Marta Carvalho, Lidia M. Goncalves, Susana Dias Lucas, Rita Cardoso Guedes, Luis Veiros, Rui Moreira, Pedro M. P. Gois
Herein we demonstrate for the first time that a boron promoted one-pot assembly reaction may be used to discover novel enzyme inhibitors. Inhibitors for HNE were simply assembled in excellent...
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Chemical-genetic identification of the biochemical targets of polyalkylguanidinium biocides

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40593A, Paper

Drew Bowie, Paria Parvizi, Dustin Duncan, Christopher J. Nelson, T M Fyles
Alkylated guanidinium compounds exhibit microbiocidal activity in marine environments, yet the mode of action of these compounds has not been defined. A comprehensive chemical-genetic approach in budding yeast was used...
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DiGalactosyl-Glycero-Ether Lipid: synthetic approaches and evaluation as SK3 channel inhibitor.

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40634B, Paper

Paul-Alain Jaffres, Charlotte Sevrain, Jean-Pierre Haelters, Helene Couthon-Gourves, Christophe Vandier
The recent discoveries of the involvement of SK3 channel in some cell motility mechanisms occurring in cancer disease have opened the way to the synthesis of inhibitors that could reduce...
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Bu4NI-catalyzed decarboxylative acyloxylation of sp3 C-H bond adjacent to heteroatom with [small alpha]-oxocarboxylic acids

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40748A, Communication

Xin-Hua Duan, Shuai Zhang, Li -Na Guo, Hua Wang
A novel metal-free decarboxylative acyloxylation of sp3 C-H bond in formamides and ethers has been explored. A variety of N-acyloxymethylamides and [small alpha]-acyloxy ethers could be easily synthesized by this method....
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Platinum Catalysed Hydrosilylation of Propargylic Alcohols

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40496J, Paper

Catherine Anne McAdam, Mark G McLaughlin, Adam JS Johnston, Jun Chen, Matthew John Cook, Magnus W Walter
A facile and user-friendly protocol has been developed for the selective synthesis of E-vinyl silanes derived from propargylic alcohols using a PtCl2/XPhos catalyst system. The reaction is generally high yielding...
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Synthesis of Acylguanidine Zanamivir Derivatives as Neuraminidase Inhibitors and the Evaluation of Their Bio-activities

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40624E, Communication

Chun-Cheng Lin, JTA Hsu, Jinn-Moon Yang, Mark von Itzstein, Kai-Cheng Hsu, Hui-Chen Hung, Ming-Yu Fang, Anindya Das, Tsung-Che Chang, Chien-Hung Lin, Kwok Kong T. Mong
Influenza virus is the cause of major respiratory illness in human populations, and the trimeric viral hemagglutinin (HA) and neuraminidase (NA) proteins are the two most prominent antigens targeted by...
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CLIP-HSQMBC: Easy measurement of small proton-carbon coupling constants in organic molecules

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40675J, Paper

Josep Sauri, Teodor Parella, Juan Felix Espinosa
A user-friendly 2D NMR approach denoted as CLIP-HSQMBC is proposed for the very easy, direct and accurate measurement of long-range proton-carbon coupling constants in organic molecules and natural products. The...
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Phenacyl group as an efficient thiol protecting group on peptide condensation reaction by the thioester method

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40644J, Paper

Hidekazu Katayama, Hironobu Hojo
In the condensation methods of peptide segments so-called thioester method, protecting groups for amino and thiol groups are generally required for the regioselective ligation. In this study, we demonstrated that...
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Transition-Metal-Catalyzed Additions of C-H bond to C-X (X = N, O) Multiple Bonds via C-H Bond Activation

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40652K, Perspective

Guobing Yan, Xiangmei Wu, Minghua Yang
Chemical transformations via catalytic C-H bond activation have been established as one of the most powerful tools in organic synthetic chemistry. Transition-metal-catalyzed addition reactions of C-H bond to polar C-X...
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Total syntheses of oroidin, hymenidin and clathrodin

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40668G, Communication

Rasapalli Sivappa, Venkatreddy Kumbam, Abasaheb Dhawane, James A. Golen, Carl J Lovely, Arnold L Rheingold
The total syntheses of oroidin, hymenidin and clathrodin are reported via the intermediacy of an imidazo[1,2-a]pyrimidine derivative. The chemistry described herein obviates the need for expensive guanidine reagents, multiply protected...
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Enantioselective phase-transfer catalytic [small alpha]-alkylation of 2-methylbenzyl tert-butyl malonates

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40481A, Paper

Min Woo Ha, Suckchang Hong, Cheonhyoung Park, Yohan Park, Jihye Lee, Mi-hyun Kim, Jihoon Lee, Hyeung-geun Park
A new asymmetric synthetic method to prepare [small alpha],[small alpha]-dialkylmalonates for the construction of a quaternary carbon center via phase-transfer catalytic (PTC) alkylation has been developed.
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Thermal Induced Intramolecular [2+2] Cycloaddition of Allene-ACPs

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40911B, Communication

Min Shi, Run Sun, Qin Xu, Yin Wei
A facile synthetic method for bicyclo[4.2.0] nitrogen heterocycles has been developed via a thermal induced intramolecular [2+2] cycloaddition reaction of allene-ACPs. The DFT calculations indicate that this intramolecular cycloaddition proceeds...
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Novel 5-anilinoquinazoline-8-nitro derivatives as inhibitors of VEGFR-2 tyrosine kinase: synthesis, biological evaluation and molecular docking

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40368H, Paper

Liang Xi, Jianqiang Zhang, Zhicheng Liu, Jihong Zhang, Ju-Fang Yan, Yi Jin, Jun Lin
Vascular endothelial growth factor receptor-2 (VEGFR-2) kinase inhibition is a well-established strategy to promptly tackle tumor growth by suppression of angiogenesis. We report herein a series of 5-anilinoquinazoline derivatives substituted...
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Global and Local Reactivity Indices for Electrophilic/Nucleophilic Free Radicals

Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB40337H, Paper

Luis R. Domingo, Patrica Perez
A set of five DFT reactivity indices, namely, the global electrophilicity and nucleophilicity indices, the radical Parr function , and the local electrophilicity and nucleophilicity indices, for the study of...
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Formation of C[double bond, length as m-dash]N bonds by the release of H2: a new strategy for synthesis of imines and benzazoles

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40388B, Communication

Xukang Jin, Yuxiao Liu, Qiongqiong Lu, Dejun Yang, Jiangkai Sun, Shuangshuang Qin, Jingwu Zhang, Jiaxuan Shen, Changhu Chu, Renhua Liu
A new strategy for synthesis of imines using the approach of release of H₂ has been developed. This oxidant- and acceptor-free Pd/C catalysis protocol is further applied to synthesis of benzazoles through a one-pot cascade reaction with notably high yields.
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Stereoselective cross aldol condensation of bicyclo[3.2.0]alkanones

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40431E, Paper

Laurence Miesch, Tania Welsch, Michel Miesch
Stereoselective TiCl₄ promoted cross aldol reactions between [(S)-(-)]-benzyloxypropanal and racemic bicyclo[3.2.0]alkanones: an access to an enantiomerically pure tricyclo[5.3.0.0^2,6]decane ring system.
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N-(Guanidinoethyl)-2[prime or minute]-deoxy-5-methylisocytidine exhibits selective recognition of a CG interrupting site for the formation of anti-parallel triplexes

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40472B, Paper

Hidenori Okamura, Yosuke Taniguchi, Shigeki Sasaki
The guanidino group was suggested to form hydrogen bonds with ⁶O and ⁷N atoms of a guanine base of a CG interrupting site.
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Regio- and chemoselective palladium-catalyzed benzylallylation of activated olefins: the remarkable effect of palladium nanoparticles

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40487K, Paper

Xuan Zhang, Xiujuan Feng, Xiaoqiang Yu, Ren He, Ming Bao
Regio- and chemoselective benzylallylation of activated olefins was successfully achieved by utilizing palladium nanoparticles.
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A 'dual click' strategy for the fabrication of bioselective, glycosylated self-assembled monolayers as glycocalyx models

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40386F, Paper

Carsten Grabosch, Martin Kind, Yasmin Gies, Felix Schweighofer, Andreas Terfort, Thisbe K. Lindhorst
Two orthogonal click reactions were used to construct glycosylated molecules directly on gold surfaces. These layers can act as models for the surfaces of eukaryotic cells.
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(E)-5,5[prime or minute]-Di(thiophen-2-yl)-3,3[prime or minute]-bi[thiophen-3(2H)-ylidene]-2,2[prime or minute]-diones-from conspicuous blue impurities to "quasi-metallic" golden-bronze crystals

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40373D, Paper

Nicholas R. Evans, Andrew J. P. White
Synthesis and modern computational chemistry enabled us to unravel the misassignment of the by-product that now leads this new family of intense blue dyes
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Conformational regulation of substituted azepanes through selective monofluorination

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40391B, Communication

Alpesh Ramanlal Patel, Graham Ball, Luke Hunter, Fei Liu
Stereoselective fluorination can impose conformational bias in an otherwise highly flexible seven-membered ring.
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Threaded structures based on the benzo-21-crown-7/secondary ammonium salt recognition motif using esters as end groups

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40577J, Paper

Bo Zheng, Mingming Zhang, Xuzhou Yan, Feihe Huang
It was demonstrated that various threaded structures could be constructed by employing different esters as end groups based on the benzo-21-crown-7/secondary ammonium salt recognition motif.
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Elucidating absolute configuration of unsaturated alcohols via enantioselective acylation reactions

Org. Biomol. Chem., 2013, 11,3432-3435
DOI: 10.1039/C3OB40709H, Communication

Christina M. LeGay, Colton G. Boudreau, Darren J. Derksen
Enantioselective nucleophilic acylation catalysis provides a simple method of determining absolute configuration for unsaturated alcohols.
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Determination of the binding epitope of RGD-peptidomimetics to [small alpha]v[small beta]3 and [small alpha]IIb[small beta]3 integrin-rich intact cells by NMR and computational studies

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40540K, Paper

Ileana Guzzetti, Monica Civera, Francesca Vasile, Elena M. Araldi, Laura Belvisi, Cesare Gennari, Donatella Potenza, Roberto Fanelli, Umberto Piarulli
The binding epitope of RGD peptidomimetics with integrins [small alpha]_v[small beta]₃ and [small alpha]_IIb[small beta]₃ was determined by STD-NMR experiments on intact cells and docking calculations.
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Rearrangements and addition reactions of biarylazacyclooctynones and the implications to copper-free click chemistry

Org. Biomol. Chem., 2013, 11,3436-3441
DOI: 10.1039/C3OB40683K, Communication

Mariya Chigrinova, Craig S. McKay, Louis-Philippe B. Beaulieu, Konstantin A. Udachin, Andre M. Beauchemin, John Paul Pezacki
Rate is accelerated by Bronsted acid catalysis. Rearrangement observed for a derivative commonly used for bioconjugation. 4 X-ray structures.
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The asymmetric synthesis of terminal aziridines by methylene transfer from sulfonium ylides to imines

Org. Biomol. Chem., 2013, 11,3535-3540
DOI: 10.1039/C3OB27271K, Paper

Sarah A. Kavanagh, Alessandro Piccinini, Stephen J. Connon
A new sulfonium ylide-based protocol for the asymmetric aziridination of imines via methylene transfer has been developed.
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Asymmetric hydrogenation of [small beta]-amino ketones with the bimetallic complex RuPHOX-Ru as the chiral catalyst

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40135A, Paper

Jiahao Wang, Delong Liu, Yangang Liu, Wanbin Zhang
Asymmetric hydrogenations of a series of [small beta]-amino ketones were performed using a stable bimetallic chiral catalyst 2 with quantitative yields of products and up to 99.9% ee.
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Peptide inhibitors of the Keap1-Nrf2 protein-protein interaction with improved binding and cellular activity

Org. Biomol. Chem., 2013, 11,3553-3557
DOI: 10.1039/C3OB40249E, Paper

Rowena Hancock, Marjolein Schaap, Helene Pfister, Geoff Wells
We describe potent peptide conjugate inhibitors of the Keap1-Nrf2 protein-protein interaction that have activity in cell based Nrf2 induction assays.
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Tandem iodine-mediated oxidations of tetrahydro-[small beta]-carbolines: total synthesis of eudistomins Y1-Y7

Org. Biomol. Chem., 2013, 11,3428-3431
DOI: 10.1039/C3OB40661J, Communication

Joseph D. Panarese, Stephen P. Waters
An efficient iodine-mediated oxidation of tetrahydro-[small beta]-carbolines is described to yield aromatic [small beta]-carboline products with tandem C-H oxidation. The utility of the method was demonstrated in the total synthesis of the alkaloids eudistomins Y₁-Y₇.
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CuO/SiO2 as a simple, effective and recoverable catalyst for alkylation of indole derivatives with diazo compounds

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40264A, Paper

Jose M. Fraile, Karel Le Jeune, Jose A. Mayoral, Nicoletta Ravasio, Federica Zaccheria
CuO/SiO₂ efficiently catalyzes the reaction of indoles with diazo compounds, leading to a formal insertion. The catalyst is recoverable at least 4 times.
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Staphyloferrin A as siderophore-component in fluoroquinolone-based Trojan horse antibiotics

Org. Biomol. Chem., 2013, 11,3461-3468
DOI: 10.1039/C3OB40162F, Paper

Stephen J. Milner, Alexandra Seve, Anna M. Snelling, Gavin H. Thomas, Kevin G. Kerr, Anne Routledge, Anne-Kathrin Duhme-Klair
We report the first synthesis of the carboxylate siderophore staphyloferrin A, its conjugation to ciprofloxacin and norfloxacin and the impact of conjugation on the antimicrobial activity of the fluoroquinolone.
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On the stability of [(uracil)2-Cu]2+ complexes in the gas phase. Different pathways for the formation of [(uracil-H)(uracil)-Cu]+ monocations

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40450A, Paper

Oriana Brea, Manuel Yanez, Otilia Mo, Al Mokhtar Lamsabhi
Cu²⁺ leads to the deprotonation of one of the uracil units within the [(uracil)₂-Cu]²⁺ doubly-charged complexes and to a simultaneous enolization of the other uracil moiety.
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From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40448J, Paper

Lin Ling, Jingqing Chen, Jiahui Song, Yuhai Zhang, Xinqian Li, Lijuan Song, Feng Shi, Yuxue Li, Chunrui Wu
A Cu-mediated process that couples N-benzoylpyridinium imides and terminal alkynes employs stoichiometric Cu(OAc)₂ as both the mediator and the oxidant. Extensive DFT calculations suggest a Cu(III) intermediate via Cu(II) disproportionation.
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Pericyclic rearrangements of N-heterocyclic carbenes of indazole to substituted 9-aminoacridines

Org. Biomol. Chem., 2013, 11,3558-3567
DOI: 10.1039/C3OB40379C, Paper

Zong Guan, Sascha Wiechmann, Martin Drafz, Eike Hubner, Andreas Schmidt
On deprotonation, 1-arylindazolium salts form 1-arylindazol-3-ylidenes which rearrange spontaneously via ring cleavage, ring closure and subsequent proton transfer to substituted 9-aminoacridines.
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One-pot synthesis of branched oligosaccharides by use of galacto- and mannopyranosyl thioglycoside diols as key glycosylating agents

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40421H, Paper

Xing-Yong Liang, Qiang-Wei Liu, Hua-Chao Bin, Jin-Song Yang
We describe in this paper the efficient four-component one-pot synthesis of three fully protected oligosaccharides 22, 36, and 50 with di-branched structures by employing D-galacto- and mannopyranosyl thioglycoside diols as central glycosylating agents.
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Synthesis, insecticidal activity, and structure-activity relationship (SAR) of anthranilic diamides analogs containing oxadiazole rings

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40345A, Paper

Yuhao Li, Hongjun Zhu, Kai Chen, Rui Liu, Abdalla Khallaf, Xiangning Zhang, Jueping Ni
A series of anthranilic diamides analogs containing substituted 1,2,4- or 1,3,4-oxadiazole rings show good insecticidal activities against P. xylostella and S. exigua.
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Silanization of quartz, silicon and mica surfaces with light-driven molecular motors: construction of surface-bound photo-active nanolayers

Org. Biomol. Chem., 2013, 11,3477-3483
DOI: 10.1039/C3OB40276B, Paper

Gabor London, Gregory T. Carroll, Ben L. Feringa
The attachment of molecular rotary motors containing triethoxysilane functional groups to quartz, silicon and mica surfaces is described and the effect of photochemical and thermal isomerization steps on the surface assemblies was studied.
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Convergent approach to complex spirocyclic pyrans: practical synthesis of the oxa-pinnaic acid core

Org. Biomol. Chem., 2013, 11,3469-3476
DOI: 10.1039/C3OB40284C, Paper

Frank D. Ferrari, Adele E. Pasqua, Andrew J. Ledgard, Rodolfo Marquez
One stereocentre to rule them all. The enantioselective synthesis of the oxa-pinnaic acid framework was achieved through internal asymmetric induction.
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Synthesis and biological evaluation of benzo[a]phenazine derivatives as a dual inhibitor of topoisomerase I and II

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40325D, Paper

Shi-Tian Zhuo, Chun-Yan Li, Ming-Hao Hu, Shuo-Bin Chen, Pei-Fen Yao, Shi-Liang Huang, Tian-Miao Ou, Jia-Heng Tan, Lin-Kun An, Ding Li, Lian-Quan Gu, Zhi-Shu Huang
A series of new benzo[a]phenazine derivatives were synthesized and found to be a rare class of Topo I poisons and Topo II catalytic inhibitors.
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Tautomerism and metal complexation of 2-acylmethyl-2-oxazolines: a combined synthetic, spectroscopic, crystallographic and theoretical treatment

Org. Biomol. Chem., 2013, 11,3484-3493
DOI: 10.1039/C3OB25867J, Paper

Roderick C. Jones, Khrystyna Herasymchuk, Tayseer Mahdi, Anna Petrov, Sanja Resanovic, Douglas G. Vaughan, Alan J. Lough, J. Wilson Quail, Bryan D. Koivisto, R. Stephen Wylie, Robert A. Gossage
A synthetic, structural and theoretical investigation into the solid-state, solution and gas phase structure(s) of six 2-acylmethyl-4,4-dimethyl-2-oxazolines is reported.
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Strand breakage of a (6-4) photoproduct-containing DNA at neutral pH and its repair by the ERCC1-XPF protein complex

Org. Biomol. Chem., 2013, 11,3526-3534
DOI: 10.1039/C3OB00012E, Paper

Norihito Arichi, Junpei Yamamoto, Chiaki Takahata, Emi Sano, Yuji Masuda, Isao Kuraoka, Shigenori Iwai
The (6-4) photoproduct in DNA is heat-labile at neutral pH, while its Dewar valence isomer is relatively stable. ERCC1-XPF removes the 3[prime or minute]-blocking end in the presence of RPA.
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A convenient method for selective detection of 5-hydroxymethylcytosine and 5-formylcytosine sites in DNA sequences

Org. Biomol. Chem., 2013, 11,3568-3572
DOI: 10.1039/C3OB40447A, Paper

Wuxiang Mao, Jianlin Hu, Tingting Hong, Xiwen Xing, Sen Wang, Xi Chen, Xiang Zhou
The 5fC and 5hmC could be detected respectively, by comparing the DNA treated with piperidine with and without oxidation.
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Symmetric and unsymmetric 3,3[prime or minute]-linked bispyrroles via ring-enlargement reactions of furan-derived donor-acceptor cyclopropanes

Org. Biomol. Chem., 2013, 11,3494-3509
DOI: 10.1039/C3OB40228B, Paper

Johannes Kaschel, Tobias F. Schneider, Daniel Kratzert, Dietmar Stalke, Daniel B. Werz
Highly substituted symmetric and unsymmetric 3,3[prime or minute]-linked bispyrroles were obtained by a short sequence starting from furan utilizing donor-acceptor cyclopropanes as key intermediates.
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Synthesis of chondroitin/dermatan sulfate-like oligosaccharides and evaluation of their protein affinity by fluorescence polarization

Org. Biomol. Chem., 2013, 11,3510-3525
DOI: 10.1039/C3OB40306H, Paper

Susana Maza, M. Mar Kayser, Giuseppe Macchione, Javier Lopez-Prados, Jesus Angulo, Jose L. de Paz, Pedro M. Nieto
A novel strategy for the synthesis of chondroitin/dermatan sulfate-like oligosaccharides is described. The binding affinities of the synthesized compounds to FGF-2 are estimated by using a fluorescence polarization assay.
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Efficient pseudo-five-component coupling-Fiesselmann synthesis of luminescent oligothiophenes and their modification

Org. Biomol. Chem., 2013, 11,3541-3552
DOI: 10.1039/C3OB40124C, Paper

Marco Teiber, Sonke Giebeler, Timo Lessing, Thomas J. J. Muller
Highly luminescent symmetrical terthiophenes and quinquethiophenes are accessible in a consecutive pseudo-five-component reaction in good to excellent yield.
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Synthesis of tetrasubstituted benzenes via rhodium(I)-catalysed ring-opening benzannulation of cyclobutenols with alkynes

Org. Biomol. Chem., 2013, 11,3424-3427
DOI: 10.1039/C3OB40436F, Communication

Takanori Matsuda, Norio Miura
A simple and efficient method has been developed for the synthesis of 1,2,3,5-tetrasubstituted benzenes via rhodium(I)-catalysed ring-opening benzannulation of 1,3-disubstituted cyclobutenols with internal alkynes.
The content of this RSS Feed (c) The Royal Society of Chemistry