Catalytic enantioselective conjugate additions with α,β-unsaturated sulfones

被引：51

作者：

Li, Hongming ^{[1
]}

Song, Jun ^{[1
]}

Deng, Li ^{[1
]}

机构：

[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

来源：

TETRAHEDRON | 2009年 / 65卷 / 16期

关键词：

Organocatalyst; Hydrogen bonding; Cinchona alkaloids; Chiral sulfones; Conjugate addition; ASYMMETRIC MICHAEL ADDITION; QUATERNARY STEREOCENTERS; CINCHONA ALKALOIDS; VINYL SULFONES; CONSTRUCTION; ALDEHYDES; ALPHA; ACIDS; REDUCTION; REAGENTS;

D O I：

10.1016/j.tet.2008.11.054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe the development of a highly efficient catalytic asymmetric conjugate addition alpha,beta-unsaturated sulfones. Utilizing practical bifunctional organic catalysts and involving air- and moisture-tolerant conditions, conjugate additions of a wide range of Michael donors to alpha,beta-unsaturated sulfones proceeded in excellent enatioselectivity/diastereoselectivity and high yield. This efficient and operationally simple new catalytic asymmetric reaction should provide a versatile approach for the asymmetric synthesis of chiral sulfones bearing all-carbon quaternary stereocenters. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3139 / 3148

页数：10

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