Literature DB >> 15787503

Enantioselective acylation of secondary alcohols catalyzed by chiral N-heterocyclic carbenes.

Taichi Kano1, Kouji Sasaki, Keiji Maruoka.   

Abstract

[reaction: see text] The synthetic utility of chiral N-heterocyclic carbenes, which have been used mainly in transition metal-catalyzed reactions as a ligand, was demonstrated by the enantioselective acylation of secondary alcohols.

Entities:  

Year:  2005        PMID： 15787503     DOI： 10.1021/ol050174r

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  13 in total

1.  Kinetic resolution of secondary alcohols using amidine-based catalysts.

Authors:  Ximin Li; Hui Jiang; Eric W Uffman; Lei Guo; Yuhua Zhang; Xing Yang; Vladimir B Birman
Journal:  J Org Chem       Date:  2012-02-09       Impact factor: 4.354

Review 2.  Carbene catalysts.

Authors:  Jennifer L Moore; Tomislav Rovis
Journal:  Top Curr Chem       Date:  2010

3.  Enantioselective TADMAP-catalyzed carboxyl migration reactions for the synthesis of stereogenic quaternary carbon.

Authors:  Scott A Shaw; Pedro Aleman; Justin Christy; Jeff W Kampf; Porino Va; Edwin Vedejs
Journal:  J Am Chem Soc       Date:  2006-01-25       Impact factor: 15.419

Review 4.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

5.  Cascade bicyclizations of o-alkynyl aldehydes with thiazolium salts: a new access toward poly-functionalized indeno[2,1-b]pyrroles.

Authors:  Peng Zhou; Wen-Juan Hao; Jin-Peng Zhang; Bo Jiang; Guigen Li; Shu-Jiang Tu
Journal:  Chem Commun (Camb)       Date:  2015-08-21       Impact factor: 6.222

6.  Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.

Authors:  Yuhua Zhang; Vladimir B Birman
Journal:  Adv Synth Catal       Date:  2009-10-01       Impact factor: 5.837

7.  Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: asymmetric synthesis of highly substituted β-lactones.

Authors:  Daniel T Cohen; Chad C Eichman; Eric M Phillips; Emily R Zarefsky; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-14       Impact factor: 15.336

8.  Origin of enantioselectivity in CF3-PIP-catalyzed kinetic resolution of secondary benzylic alcohols.

Authors:  Ximin Li; Peng Liu; K N Houk; Vladimir B Birman
Journal:  J Am Chem Soc       Date:  2008-09-26       Impact factor: 15.419

9.  NHCs catalyzed hydrophosphonylation of α-ketoesters and α-trifluoromethyl ketones.

Authors:  Lin He; Zhi-Hua Cai; Ji-Xin Pian; Guang-Fen Du
Journal:  ScientificWorldJournal       Date:  2013-12-31

10.  Highly enantioselective sulfa-Michael addition reactions using N-heterocyclic carbene as a non-covalent organocatalyst.

Authors:  Jiean Chen; Sixuan Meng; Leming Wang; Hongmei Tang; Yong Huang
Journal:  Chem Sci       Date:  2015-04-23       Impact factor: 9.825
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