Literature DB >> 25124842

Fluxionally chiral DMAP catalysts: kinetic resolution of axially chiral biaryl compounds.

Gaoyuan Ma1, Jun Deng, Mukund P Sibi.   

Abstract

Can organocatalysts that incorporate fluxional groups provide enhanced selectivity in asymmetric transformations? To address this issue, we have designed chiral 4-dimethylaminopyridine (DMAP) catalysts with fluxional chirality. These catalysts were found to be efficient in promoting the acylative kinetic resolution of secondary alcohols and axially chiral biaryl compounds with selectivity factors of up to 37 and 51, respectively.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  acylation; biaryls; fluxionality; kinetic resolution; organocatalysis

Year:  2014        PMID： 25124842     DOI： 10.1002/anie.201406684

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  14 in total

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Journal:  Nat Commun       Date:  2016-02-11       Impact factor: 14.919

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Authors:  Zhang-Pei Chen; Mu-Wang Chen; Lei Shi; Chang-Bin Yu; Yong-Gui Zhou
Journal:  Chem Sci       Date:  2015-03-31       Impact factor: 9.825

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Journal:  Beilstein J Org Chem       Date:  2017-08-02       Impact factor: 2.883

7.  Enantioselective [3+3] atroposelective annulation catalyzed by N-heterocyclic carbenes.

Authors:  Changgui Zhao; Donghui Guo; Kristin Munkerup; Kuo-Wei Huang; Fangyi Li; Jian Wang
Journal:  Nat Commun       Date:  2018-02-09       Impact factor: 14.919

8.  Practical and Scalable Kinetic Resolution of BINOLs Mediated by a Chiral Counterion.

Authors:  Benjamin A Jones; Tudor Balan; John D Jolliffe; Craig D Campbell; Martin D Smith
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-05       Impact factor: 15.336

9.  Homochiral D4-symmetric metal-organic cages from stereogenic Ru(II) metalloligands for effective enantioseparation of atropisomeric molecules.

Authors:  Kai Wu; Kang Li; Ya-Jun Hou; Mei Pan; Lu-Yin Zhang; Ling Chen; Cheng-Yong Su
Journal:  Nat Commun       Date:  2016-02-03       Impact factor: 14.919

10.  Asymmetric cyanation of imines via dipeptide-derived organophosphine dual-reagent catalysis.

Authors:  Hong-Yu Wang; Chang-Wu Zheng; Zhuo Chai; Jia-Xing Zhang; Gang Zhao
Journal:  Nat Commun       Date:  2016-09-14       Impact factor: 14.919
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