Catalytic enantioselective conjugate additions with α,β-unsaturated sulfones

TETRAHEDRON

卷:65

Article; Proceedings Paper

Li, Hongming¹  Song, Jun¹  Deng, Li¹ 

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

关键词: Organocatalyst;    Hydrogen bonding;    Cinchona alkaloids;    Chiral sulfones;    Conjugate addition;   

DOI  :  10.1016/j.tet.2008.11.054

来源: Elsevier

【 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.

【 授权许可】

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