Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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The Asymmetric Cu(II)-Indolinylmethanol Complex Catalyzed Diels-Alder Reaction of 2-Vinylindoles with [small beta],[gamma]-Unsaturated [small alpha]-Ketoesters: An Efficient Route to Functionalized Tetrahydrocarbazoles

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00196F, PaperBanlai Ouyang, Tingting Yu, Renshi Luo, Gui Lu
An efficient asymmetric Diels-Alder reaction of 2-vinylindoles with [small beta],[gamma]-unsaturated [small alpha]-ketoesters has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in high yields (up to 96%) with...
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Strategies for the Construction of Tetrahydropyran Rings in the Synthesis of Natural Products

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00423J, Review ArticleNadiah Mad Nasir, Kristaps Ermanis, Paul Clarke
This review focuses on the methodology used for the construction of tetrahydropyran (THP) rings in the synthesis of natural products over the last seven years. While methods like cyclisation onto...
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Aryl Ethynyl Anthraquinones: a Useful Platform for Targeting Telomeric G-quadruplex Structures

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00220B, PaperClaudia Percivalle, Claudia Sissi, Maria Laura Greco, Caterina Musetti, Angelica Mariani, Anna Artese, Giosue Costa, Maria Lucia Perrone, Stefano Alcaro, Mauro Freccero
Aryl ethynyl anthraquinones have been synthesized by Sonogashira cross-coupling and evaluated as telomeric G-quadruplex ligands, by FRET melting assay, circular dichroism, DNA synthesis arrest assay and molecular docking. Both the...
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sp3 C-H Oxidation by Remote H-Radical Shift with Oxygen- and Nitrogen-Radicals: A Recent Update

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00469H, Review ArticleShunsuke Chiba, Hui Chen
This review updates recent advances in aliphatic sp3 C-H bond oxidation by remote H-radical abstraction with oxygen- and nitrogen-radicals classifying by types of the radical precursors.
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Phosphate Esters and Anhydrides - Recent Strategies Targeting Nature's Favoured Modifications

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00478G, PerspectiveHenning Jacob Jessen, Nisar Ahmed, Alexandre Hofer
Esters and anhydrides of phosphoric acid are essential in biology. It is very difficult to identify processes in life that do not involve these modifications and their transformation at some...
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Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem "Click" reaction/Cu-catalyzed D-homo rearrangement

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00404C, PaperNikolai Lukashev, Yury Kotovshchikov, Irina P Beletskaya, Gennadij Latyshev
Copper-catalyzed 1,3-dipolar cycloaddition has been employed in the reaction of steroidal azides with various terminal alkynes. A number of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane was obtained in...
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An Easy Arylation of 2-Substituted 1,2,3-Triazole

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00530A, Communicationsuping shi, Wei Liu, ping he, Chunxiang Kuang
A selective, efficient and catalytic ligand-free method for the direct arylation of 2-aryl-1,2,3-triazole by Pd-catalyzed C-H bond activation is described. The process smoothly proceeds in moderate to excellent yields.
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Design and Synthesis of 3,3'-biscoumarin-based c-Met inhibitors

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00364K, PaperJimin Xu, Jing Ai, Sheng Liu, Xia Peng, Linqian Yu, Meiyu Geng, FJ Nan
A library of biscoumarin-based c-Met inhibitors was synthesized, based on optimization of 3,3'-biscoumarin hit 3, which was identified as a non-ATP competitive inhibitor of c-Met from a diverse library of...
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Total synthesis of an anticancer norsesquiterpene alkaloid isolated from the fungus Flammulina velutipes

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00300D, PaperK Kashinath, Prakash Jadhav, D SRINIVASA REDDY
First total synthesis of a norsesquiterpene alkaloid (R)-8-hydroxy-4,7,7-trimethyl-7,8-dihydrocyclopenta[e]isoindole-1,3(2H,6H)-dione, isolated from the mushroom-forming fungus Flammulina velutipes, in both racemic and enantiomeric pure forms, is reported. The (-)-enantiomer of the natural product...
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Far-red and near infrared BODIPY dyes: synthesis and applications for fluorescent pH probes and bio-imaging

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C3OB42554A, Review ArticleYong Ni, Jishan Wu
Far-red and near infrared (NIR) emissive dyes have advantages in the development of fluorescent probes and labelling for bio-imaging in living systems since fluorescence in long-wavelength region would generate minimum...
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Synthesis of the enantiomers of XYLNAc and LYXNAc: comparison of [small beta]-N-acetylhexosaminidase inhibition by the 8 stereoisomers of 2-N-acetylamino-1,2,4-trideoxy-1,4-iminopentitols

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00097H, PaperElizabeth V. Crabtree, R. Fernando Martinez, Shinpei Nakagawa, Isao Adachi, Terry D. Butters, Atsushi Kato, George W J Fleet, Andreas Felix Gregor Glawar
The enantiomers of XYLNAc [2-N-acetylamino-1,2,4-trideoxy-1,4-iminoxylitol] are prepared from the enantiomers of glucuronolactone; the synthesis of the enantiomers of LYXNAc [2-N-acetylamino-1,2,4-trideoxy-1,4-iminolyxitol] from an L-arabinono-[small delta]-lactone and a D-ribono-[small delta]-lactone is reported. A comparison...
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Asymmetric Synthesis of 3,3,5,5-Tetrasubstituted 1,2-Dioxolanes: Total Synthesis of Epiplakinic Acid F

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00448E, PaperHenry N.C. Wong, Xiangyin Tian, Qiong Zhao, Jianwei Han
Herein we report the first enantioselective total synthesis of epiplakinic acid F (1) through a pivotal step involving a redical-mediated asymmetric peroxidation of vinylcyclopropanes with molecular oxygen to construct highly...
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Cascade nitrosation and addition-elimination of nitroacetanilides for highly efficient synthesis of 1,4,2,5-dioxadiazine derivatives

15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C3OB42487A, PaperShanyan Mo, Peipei Huang, Jiaxi Xu
A domino nitrosation and addition-elimination of nitroacetanilides with NaNO2 and H2SO4 has been developed to synthesize a variety of 1,4,2,5-dioxadiazine-3,6-dicarboxamides in excellent yields. The substrates can be extended to aryl...
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Evaluating N-benzylgalactonoamidines as putative transition state analogs for [small beta]-galactoside hydrolysis

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2792-2800
DOI: 10.1039/C4OB00153B, PaperQiu-Hua Fan, Susanne Striegler, Rebekah G. Langston, James D. Barnett
The kinetic evaluation of several N-benzylgalactonoamidines identified p-methylbenzylgalactonoamidine as a putative transition state analog for the enzymatic hydrolysis of [small beta]-galactopyranosides by [small beta]-galactosidase (A. oryzae).
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Regioisomeric allene dimer formation by the reaction of tetraarylbutatrienes with tetracyanoethene

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2784-2791
DOI: 10.1039/C3OB42574F, PaperShoko Ueta, Kazuo Hida, Masaki Nishiuchi, Yasuhiko Kawamura
Title reactions formed head-to-tail unsymmetrically substituted diarylallene dimers possessing four cyano groups in appreciably high yield at room temperature.
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Total synthesis of monosporascone and dihydromonosporascone

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2801-2810
DOI: 10.1039/C4OB00331D, PaperKathryn A. Punch, Matthew J. Piggott
The first synthesis of monosporascone has been achieved in five steps and 57% overall yield.
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Diastereoselective Ireland-Claisen rearrangements of substituted allyl [small beta]-amino esters: applications in the asymmetric synthesis of C(5)-substituted transpentacins

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2702-2728
DOI: 10.1039/C4OB00274A, PaperStephen G. Davies, Ai M. Fletcher, James A. Lee, Paul M. Roberts, Myriam Y. Souleymanou, James E. Thomson, Charlotte M. Zammit
The Ireland-Claisen rearrangements of substituted allyl [small beta]-amino esters were evaluated, and subsequently employed in syntheses of C(5)-substituted transpentacins.
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A divergent approach to the synthesis of iGb3 sugar and lipid analogues via a lactosyl 2-azido-sphingosine intermediate

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2729-2736
DOI: 10.1039/C4OB00241E, PaperJanice M. H. Cheng, Emma M. Dangerfield, Mattie S. M. Timmer, Bridget L. Stocker
Isoglobotrihexosylceramide (iGb3, 1) is an immunomodulatory glycolipid that binds to CD1d and is presented to the T-cell receptor (TCR) of invariant natural killer T (iNKT) cells.
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Symmetry as a new element to control molecular switches

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00230J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Luca Schweighauser, Daniel Haussinger, Markus Neuburger, Hermann A. Wegner
The switching of a tetraazocarbazole macrocycle was investigated and an interdependence of individual azo units was observed depending on their special relationship.
To cite this article before page numbers are assigned, use the DOI form of citation above.
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Copper-catalyzed highly efficient ester formation from carboxylic acids/esters and formates

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2637-2640
DOI: 10.1039/C4OB00193A, CommunicationJun Liu, Changdong Shao, Yanghui Zhang, Guangfa Shi, Shulei Pan
Copper-catalyzed ester formation from carboxylic acids/esters and formates has been developed with high efficiency and broad substrate scopes.
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