Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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The metal tin promoted cascade reaction of ketones in aqueous media for the construction of 2-bromo-4-aryl-1,3-pentadiene

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5393-5399
DOI: 10.1039/C4OB00584H, PaperLingyan Liu, Yan Zhang, Hua Zhang, Kaimeng Huang, Bo-xin Gao, Min Zou, Xin Zhou, Hongkai Wang, Jing Li
A novel Barbier-type allenylation cascade reaction of carbonyl compounds promoted by tin was discovered, and afforded a new, highly functionalized 1,3-pentadiene.
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Enantioselective one-pot synthesis of dihydroquinolones via BINOL-derived Lewis acid catalysis

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5094-5097
DOI: 10.1039/C4OB00627E, CommunicationPeter C. Knipe, Martin D. Smith
A high-yielding and diastereoselective route to biologically significant 2-aryl- and 2-alkyl-3-amido dihydroquinolones has been developed in up to 90 : 10 e.r. by employing a novel Lewis acidic BINOL-derived copper(II) catalyst.
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Modular synthesis of cyclic cis- and trans-1,2-diamine derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5267-5277
DOI: 10.1039/C4OB00913D, PaperAnna K. Weber, Josef Schachtner, Robert Fichtler, Timo M. Leermann, Jorg M. Neudorfl, Axel Jacobi von Wangelin
Structurally diverse carbocycles with two vicinal nitrogen-substituents were prepared in expedient three-component reactions from simple amines, aldehydes, and nitroalkenes.
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Synthesis and photophysical characterisation of new fluorescent triazole adenine analogues

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5158-5167
DOI: 10.1039/C4OB00904E, PaperChristopher P. Lawson, Anke Dierckx, Francois-Alexandre Miannay, Eric Wellner, L. Marcus Wilhelmsson, Morten Grotli
Novel fluorescent triazole adenine derivatives have been synthesised and their photo-physical properties characterised.
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Unusual regio- and stereo-selectivity in Diels-Alder reactions between bulky N-phenylmaleimides and anthracene derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5102-5107
DOI: 10.1039/C4OB01052C, CommunicationHao Chen, Erdong Yao, Chi Xu, Xiao Meng, Yuguo Ma
Unusual regio- and stereo-selectivity in Diels-Alder (D-A) reactions were achieved between bulky N-phenylmaleimides and anthracene derivatives.
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1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donors

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5182-5191
DOI: 10.1039/C4OB00626G, PaperBo Meng, Zhenqian Zhu, David C. Baker
A simple, straightforward 1,2-cis-selective glycosidation method from an unprotected 1-thioglycoside is presented.
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A survey of enoldiazo nucleophilicity in selective C-C bond forming reactions for the synthesis of natural product-like frameworks

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5227-5234
DOI: 10.1039/C4OB00709C, PaperYuxiao Liu, Yu Liu, Charles S. Shanahan, Xichen Xu, Michael P. Doyle
Sc(OTf)3-catalyzed SN1-like couplings of enoldiazo compounds with carbocations for construction of carbocyclic and heterocyclic scaffolds has been realised.
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An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester): analogues, biological activities, and comparison with oleanolic acid derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5192-5200
DOI: 10.1039/C4OB00679H, PaperLiangfeng Fu, Qi-Xian Lin, Karen T. Liby, Michael B. Sporn, Gordon W. Gribble
An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester).
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Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5098-5101
DOI: 10.1039/C4OB01037J, CommunicationThi Ngoc Tram Huynh, Pascal Retailleau, Clement Denhez, Kim Phi Phung Nguyen, Dom Guillaume
Three series of methyl 5-substituted 2-aminofuran-4-keto-3-carboxylates have been prepared following a multicomponent reaction strategy by the addition of an isocyanide to 4-oxo-2-butynoate in the presence of an aldehyde.
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Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5089-5093
DOI: 10.1039/C4OB00418C, CommunicationTakayoshi Watanabe, Tomoko Hoshida, Jun Sakyo, Mariko Kishi, Satoshi Tanabe, Junichi Matsuura, Shingo Akiyama, Makiko Nakata, Yasuaki Tanabe, Akinobu Z. Suzuki, Soichiro Watanabe, Toshiaki Furuta
A nucleobase-caged peptide nucleic acid (PNA) having a (6-bromo-7-methoxycoumarin)-4-ylmethoxycarbonyl (Bmcmoc) caging group was newly synthesized.
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Evaluation of the effect of fluorination on the property of monofluorinated dimyristoylphosphatidylcholines

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5126-5135
DOI: 10.1039/C4OB00934G, PaperMarie-Claude Gagnon, Bianka Turgeon, Jean-Daniel Savoie, Jean-Francois Parent, Michele Auger, Jean-Francois Paquin
The synthesis and characterization of three monofluorinated dimyristoylphosphatidylcholines, with the fluorine atom located at the extremities of the acyl chain in position 2 of the glycerol (sn-2), is described.
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Iron-catalysed, general and operationally simple formal hydrogenation using Fe(OTf)3 and NaBH4

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5082-5088
DOI: 10.1039/C4OB00945B, CommunicationAlistair J. MacNair, Ming-Ming Tran, Jennifer E. Nelson, G. Usherwood Sloan, Alan Ironmonger, Stephen P. Thomas
An operationally simple and environmentally benign formal hydrogenation protocol has been developed using a highly abundant iron(III) salt and an inexpensive, bench stable, stoichiometric reductant, NaBH4, in ethanol, under ambient conditions.
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A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5077-5081
DOI: 10.1039/C4OB00797B, CommunicationJumreang Tummatorn, Suppachai Krajangsri, Krissada Norseeda, Charnsak Thongsornkleeb, Somsak Ruchirawat
A tandem azide rearrangement/intramolecular annulation and oxidation reactions of biarylmethyl azides provides a new and mild approach for the synthesis of 6-unsubstituted phenanthridine and phenanthridine-like compounds.
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Exploring mutasynthesis to increase structural diversity in the synthesis of highly oxygenated polyketide lactones

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5304-5310
DOI: 10.1039/C4OB00717D, PaperJ. M. Botubol-Ares, M. J. Duran-Pena, A. J. Macias-Sanchez, J. R. Hanson, I. G. Collado, R. Hernandez-Galan
Four new highly oxygenated 11-membered lactones (11-14) were synthesized by a combination of metabolic engineering techniques with complex chemical substrate synthesis.
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Organocatalytic enantioselective allylic alkylation of MBH carbonates with [small beta]-keto esters

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5071-5076
DOI: 10.1039/C4OB00682H, CommunicationM. Kamlar, S. Hybelbauerova, I. Cisarova, J. Vesely
The highly stereoselective allylic alkylation of Morita-Baylis-Hillman carbonates with [small beta]-ketoesters catalysed by [small beta]-ICD is described.
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Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5260-5266
DOI: 10.1039/C4OB00603H, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Jens M. Stadler, Thorsten Stafforst
Peptide nucleic acids carrying various pyrene chromophores have been investigated to reverse psoralen DNA interstrand crosslinks in a photolyase-like manner.
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Marine natural products-inspired phenylmethylene hydantoins with potent in vitro and in vivo antitumor activities via suppression of Brk and FAK signaling

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5295-5303
DOI: 10.1039/C4OB00553H, PaperAsmaa A. Sallam, Mohamed M. Mohyeldin, Ahmed I. Foudah, Mohamed R. Akl, Sami Nazzal, Sharon A. Meyer, Yong-Yu Liu, Khalid A. El Sayed
The synthetic marine-inspired PMH analog 7 showed promising in vitro and in vivo antitumor effects against breast cancer via targeting Brk and FAK signaling pathways.
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Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5052-5070
DOI: 10.1039/C4OB00777H, Review ArticleArkady Khashper, William D. Lubell
Growth in the field of peptide mimicry over the past few decades has resulted in the synthesis of many new compounds and the investigation of novel pharmacological agents.
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Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5212-5221
DOI: 10.1039/C4OB00787E, PaperJeremy Ruiz, Sonia Mallet-Ladeira, Marjorie Maynadier, Henri Vial, Christiane Andre-Barres
New tricyclic endoperoxides were obtained by a diastereoselective autoxidation; combined with 7-chloro-4-aminoquinoline, they display good antiplasmodial activities.
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Synthesis, characterization and biological evaluation of carboranylmethylbenzo[b]acridones as novel agents for boron neutron capture therapy

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5201-5211
DOI: 10.1039/C4OB00644E, PaperA. Filipa F. da Silva, Raquel S. G. R. Seixas, Artur M. S. Silva, Joana Coimbra, Ana C. Fernandes, Joana P. Santos, Antonio Matos, Jose Rino, Isabel Santos, Fernanda Marques
Acridone derivatives bearing carboranyl moieties as fluorescent probes for boron neutron capture therapy (BNCT) of the glioblastoma.
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