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. 2013 Nov 1;78(21):11053-8.
doi: 10.1021/jo4016024. Epub 2013 Oct 11.

Organocatalytic cascade sulfa-Michael/aldol reaction of β,β-disubstituted enones: enantioselective synthesis of tetrahydrothiophenes with a trifluoromethylated quaternary center

Yu Su  1 , Jun-Bing Ling, Shuang Zhang, Peng-Fei Xu
Affiliations

Organocatalytic cascade sulfa-Michael/aldol reaction of β,β-disubstituted enones: enantioselective synthesis of tetrahydrothiophenes with a trifluoromethylated quaternary center

Yu Su et al. J Org Chem. .

Abstract

A bifunctional squaramide-catalyzed sulfa-Michael/aldol cascade reaction initiated by sulfa-Michael addition of mercaptoacetaldehyde to β-aryl-β-trifluoromethylated enones is successfully developed. The functionalized tetrahydrothiophenes with three continuous stereocenters including a trifluoromethylated quaternary carbon are readily obtained with moderate to good yields and high enantioselectivities.

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