Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Highly regio- and diastereo-selective synthesis of novel tri- and tetra-cyclic perhydroquinoline architectures via an intramolecular [3 + 2] cycloaddition reaction

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2870-2874
DOI: 10.1039/C4OB02203C, CommunicationM. Bakthadoss, D. Kannan, J. Srinivasan, V. Vinayagam
A facile and efficient synthetic protocol was established for the construction of novel tri- and tetra-cyclic pyrrolo/pyrrolizinoquinoline architectures via an intramolecular [3 + 2] cycloaddition reaction strategy.
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Molecular motion of donor-acceptor catenanes in water

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2927-2930
DOI: 10.1039/C4OB02457E, PaperFabien B. L. Cougnon, Nandhini Ponnuswamy, G. Dan Pantos, Jeremy K. M. Sanders
In this article, we use 1H NMR spectroscopy to study the spontaneous molecular motion of donor-acceptor [2]catenanes in water.
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Editorial: Supramolecular chemistry in water

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2499-2500
DOI: 10.1039/C5OB90026C, EditorialAnthony P. Davis, Stefan Kubik, Antonella Dalla Cort
This themed collection highlights some of the exciting research in supramolecular chemistry in water.
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A mechanistic proposal for the protodeboronation of neat boronic acids: boronic acid mediated reaction in the solid state

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2555-2560
DOI: 10.1039/C4OB02543A, CommunicationGary Noonan, Andrew G. Leach
Boronic acids that undergo protodeboronation as solids are stable in solution: the solid state organizes them for reaction.
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BF3-Et2O mediated skeletal rearrangements of norbornyl appended cyclopentanediols

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2768-2775
DOI: 10.1039/C4OB02423K, PaperChintada Nageswara Rao, Faiz Ahmed Khan
Synthetically useful norbornyl appended cyclopentenones and pinacolone products are reported during the BF3-Et2O mediated skeletal rearrangement of norbornyl appended cyclopentanediols.
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Ylide formal [4 + 1] annulation

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2530-2536
DOI: 10.1039/C4OB02556C, Review ArticleChunyin Zhu, Ya Ding, Long-Wu Ye
Ylide [4 + 1] annulation: beyond small-ring formation.
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Synthesis of 2-aryl-3-(2-cyanoethyl)aziridines and their chemical and enzymatic hydrolysis towards [gamma]-lactams and [gamma]-lactones

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2716-2725
DOI: 10.1039/C4OB02615B, PaperKaren Mollet, Lena Decuyper, Saskia Vander Meeren, Nicola Piens, Karel De Winter, Tom Desmet, Matthias D'hooghe
Trans- and cis-2-aryl-3-(2-cyanoethyl)aziridines were transformed into 4-[aryl(alkylamino)methyl]butyrolactones and/or 5-[aryl(hydroxy)methyl]pyrrolidin-2-ones via chemical and enzymatic hydrolysis of the cyano group, followed by ring expansion.
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Computational design of novel peptidomimetic inhibitors of cadherin homophilic interactions

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2570-2573
DOI: 10.1039/C4OB02538E, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Fabio Doro, Cinzia Colombo, Chiara Alberti, Daniela Arosio, Laura Belvisi, Cesare Casagrande, Roberto Fanelli, Leonardo Manzoni, Emilio Parisini, Umberto Piarulli, Elena Luison, Mariangela Figini, Antonella Tomassetti, Monica Civera
Peptidomimetic 3 mimicking the DWVI adhesive sequence of the cadherin EC1 domain inhibits cadherin-mediated adhesion in epithelial ovarian cancer cells.
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Volatiles from nineteen recently genome sequenced actinomycetes

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2673-2683
DOI: 10.1039/C4OB02609H, PaperChristian A. Citron, Lena Barra, Joachim Wink, Jeroen S. Dickschat
The volatiles from nineteen genome sequenced actinobacteria were analysed by GC/MS and the identified terpenes were correlated to genome data.
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Domino [4 + 1]-annulation of [small alpha],[small beta]-unsaturated [small delta]-amino esters with Rh(II)-carbenoids - a new approach towards multi-functionalized N-aryl pyrrolidines

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2640-2651
DOI: 10.1039/C4OB02454K, PaperJ. J. Medvedev, O. S. Galkina, A. A. Klinkova, D. S. Giera, L. Hennig, C. Schneider, V. A. Nikolaev
Catalytic decomposition of diazoesters using Rh(II)- and Cu(II)-complexes in the presence of [small delta]-amino-[small alpha],[small beta]-unsaturated esters produces multi-functionalized pyrrolidines.
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Synthesis of directly fused porphyrin dimers through Fe(OTf)3-mediated oxidative coupling

26 February, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,2566-2569
DOI: 10.1039/C4OB02644F, CommunicationChuan-Mi Feng, Yi-Zhou Zhu, Shao-Chun Zhang, Yun Zang, Jian-Yu Zheng
A practical and general Fe(OTf)3-mediated oxidative coupling method was developed for the synthesis of doubly or triply linked porphyrin dimers.
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Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2786-2792
DOI: 10.1039/C4OB02508C, PaperGanesan Bharathiraja, Mani Sengoden, Masanam Kannan, Tharmalingam Punniyamurthy
Various tetrasubstituted pyrroles/pyrazoles have been prepared from nitro-substituted 1,3-enynes with aromatic amines/hydrazines via a copper-catalyzed cascade aza-Michael addition, cyclization and aromatization.
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Alkylidene malonates and [small alpha],[small beta]-unsaturated [small alpha][prime or minute]-hydroxyketones as practical substrates for vinylogous Friedel-Crafts alkylations in water catalysed by scandium(III) triflate/SDS

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2793-2799
DOI: 10.1039/C4OB02487G, PaperJens Oelerich, Gerard Roelfes
Alkylidene malonates and [small alpha],[small beta]-unsaturated [small alpha][prime or minute]-hydroxyketones are excellent substrates for the Sc(OTf)3/SDS catalysed Friedel-Crafts alkylation in water.
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Gas phase chemistry of N-benzylbenzamides with silver(I) cations: characterization of benzylsilver cation

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2561-2565
DOI: 10.1039/C4OB02355B, CommunicationHezhi Sun, Zhe Jin, Hong Quan, Cuirong Sun, Yuanjiang Pan
Benzylsilver cations are synthesized in the gas phase from the collisional dissociation of argentinated N-benzylbenzamides, when the carbonyl oxygen nucleophilically attacks an [small alpha]-hydrogen.
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Templating carbohydrate-functionalised polymer-scaffolded dynamic combinatorial libraries with lectins

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2756-2761
DOI: 10.1039/C4OB02587C, PaperClare S. Mahon, Martin A. Fascione, Chadamas Sakonsinsiri, Tom E. McAllister, W. Bruce Turnbull, David A. Fulton
The templation of carbohydrate-functionalised Polymer-Scaffolded Dynamic Combinatorial Libraries affords polymers possessing significantly enhanced affinities for the template, with enhancements in free energy of binding in the range of 5.2-8.8 kJ mol-1 observed.
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Synthesis of a [small beta]-CCT-lanthanide conjugate for binding the dopamine transporter

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2537-2540
DOI: 10.1039/C4OB02165G, CommunicationGregory R. Naumiec, Grace Lincourt, Jeremy P. Clever, Michael A. McGregor, Abraham Kovoor, Brenton DeBoef
The development of a [small beta]-CCT-lanthanide conjugate that binds the dopamine transporter (DAT) with high affinity (Kd = 303 nM) is described. This molecular probe could be used for in vivo or in vitro studies of the DAT via MRI, PET or SPECT.
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Cyclopropanation using flow-generated diazo compounds

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2550-2554
DOI: 10.1039/C5OB00019J, CommunicationNuria M. Roda, Duc N. Tran, Claudio Battilocchio, Ricardo Labes, Richard J. Ingham, Joel M. Hawkins, Steven V. Ley
A practical and mild protocol for the cyclopropanation of unstabilised diazo compounds is reported.
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TEMPO-mediated homocoupling of aryl Grignard reagents: mechanistic studies

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2762-2767
DOI: 10.1039/C4OB02689F, PaperSandip Murarka, Juri Mobus, Gerhard Erker, Christian Muck-Lichtenfeld, Armido Studer
The mechanism of TEMPO mediated oxidative homo-coupling of aryl Grignard reagents to biphenyls is investigated in detail by experimental and computational studies.
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Oxidative asymmetric umpolung alkylation of Evans' [small beta]-ketoimides using dialkylzinc nucleophiles

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2546-2549
DOI: 10.1039/C4OB02601B, CommunicationTom A. Targel, Jayprakash N. Kumar, O. Svetlana Shneider, Sukanta Bar, Natalia Fridman, Shimon Maximenko, Alex M. Szpilman
Umpolung alkylation of Evans' auxiliary substituted [small beta]-ketoimides affords the diastereomerically pure products in yields ranging from 40 to 80%.
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Antibodies armed with photosensitizers: from chemical synthesis to photobiological applications

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2518-2529
DOI: 10.1039/C4OB02334J, Review ArticlePatricia M. R. Pereira, Barbara Korsak, Bruno Sarmento, Rudolf J. Schneider, Rosa Fernandes, Joao P. C. Tome
Targeting photosensitizers to cancer cells by conjugating them with specific antibodies, able to recognize and bind to tumor-associated antigens, is today one of the most attractive strategies in photodynamic therapy (PDT).
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