一种可回收的含氟（S）-吡咯烷磺酰胺促进酮和醛在水中与硝基烯烃直接进行高度对映选择性的迈克尔加成反应。

A recyclable fluorous (S)-pyrrolidine sulfonamide promoted direct, highly enantioselective Michael addition of ketones and aldehydes to nitroolefins in water.

作者信息

Zu Liansuo, Wang Jian, Li Hao, Wang Wei

机构信息

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

出版信息

Org Lett. 2006 Jul 6;8(14):3077-9. doi: 10.1021/ol061053+.

DOI:10.1021/ol061053+

PMID:16805556

Abstract

[reaction: see text] A recycle and reusable fluorous (S)-pyrrolidine sulfonamide organocatalyst has been developed for promoting highly enantio- and diastereoselective Michael addition reactions of ketones and aldehydes with nitroolefins in water. The organocatalyst is conveniently recovered from the reaction mixtures by fluorous solid-phase extraction and can be subsequently reused (up to six cycles) without a significant loss of catalytic activity and stereoselectivity.

摘要

[反应：见正文] 已开发出一种可循环使用的含氟（S）-吡咯烷磺酰胺有机催化剂，用于促进酮和醛与硝基烯烃在水中的高度对映选择性和非对映选择性迈克尔加成反应。该有机催化剂可通过含氟固相萃取方便地从反应混合物中回收，随后可重复使用（多达六个循环），而不会显著损失催化活性和立体选择性。