涉及手性亚胺/仲烯胺的不对称迈克尔反应：2,2-二取代四氢噻吩-3-酮的立体控制合成

Asymmetric Michael reaction involving chiral imines/secondary enamines: stereocontrolled synthesis of 2,2-disubstituted tetrahydrothiophen-3-ones.

作者信息

Desmaële Didier, Delarue-Cochin Sandrine, Cavé Christian, D'Angelo Jean, Morgant Georges

机构信息

Unité de Chimie Organique associée au CNRS (UMR 8076) and Laboratoire de Cristallographie Bioinorganique, Centre d'Etudes Pharmaceutiques, Université Paris-Sud, 5 rue J.-B. Clément, 92296 Châtenay-Malabry, France.

出版信息

Org Lett. 2004 Jul 8;6(14):2421-4. doi: 10.1021/ol0491944.

DOI:10.1021/ol0491944

Abstract

[reaction: see text] The asymmetric Michael reaction involving a chiral imine derived from 2-methyltetrahydrothiophenone-3-one and enantiopure (R)-1-phenylethylamine with a variety of electrophilic alkenes furnished 2,2-disubstituted tetrahydrothiophenone-3-ones with good yields and excellent stereoselectivity.

摘要

[反应：见正文] 涉及由2-甲基四氢噻吩-3-酮和对映体纯的（R）-1-苯乙胺衍生的手性亚胺与多种亲电烯烃的不对称迈克尔反应，以良好的产率和优异的立体选择性得到了2,2-二取代的四氢噻吩-3-酮。

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