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对映选择性有机催化双迈克尔加成反应

Enantioselective organocatalytic double Michael addition reactions.

作者信息

Li Hao, Zu Liansuo, Xie Hexin, Wang Jian, Jiang Wei, Wang Wei

机构信息

Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, New Mexico 87131-0001, USA.

出版信息

Org Lett. 2007 Apr 26;9(9):1833-5. doi: 10.1021/ol070581y. Epub 2007 Mar 21.

Abstract

[reaction: see text] A novel organocatalytic, enantioselective domino double Michael addition reaction of alpha,beta-unsaturated aldehydes with ethyl 4-mercapto-2-butenoate has been developed. The process is promoted by chiral diphenylprolinol TMS ether to give chiral tetrahydrothiophenes in high to excellent levels of enantioselectivities.

摘要

[反应:见正文] 已开发出一种新型有机催化的对映选择性多米诺双迈克尔加成反应,即α,β-不饱和醛与4-巯基-2-丁烯酸乙酯的反应。该过程由手性二苯基脯氨醇三甲基硅醚促进,以高至优异的对映选择性水平生成手性四氢噻吩。

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