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Highly diastereo- and enantioselective catalytic domino thia-Michael/Aldol reactions: Synthesis of benzothiopyrans with three contiguous stereocenters
Journal article   Peer reviewed

Highly diastereo- and enantioselective catalytic domino thia-Michael/Aldol reactions: Synthesis of benzothiopyrans with three contiguous stereocenters

Gui-Ling Zhao, Jan Vesely, Ramon Rios, Ismail Ibrahem, Henrik Sunden and Armando Cordova
Advanced synthesis & catalysis, Vol.350(2), pp.237-242
25/01/2008

Abstract

Chemistry Chemistry, Applied Chemistry, Organic Physical Sciences Science & Technology
Highly enantioselective organocatalytic domino thia-Michael/aldol reactions between 2-mercaptoacetophenone and alpha,beta-unsaturated aldehydes are presented. The reactions proceed with excellent chemo-, diastereo- and enantioselectivity to give the corresponding benzothiopyran derivatives in high yields with up to > 15:1 dr and 96 to > 99% ee.

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