催化学报

催化学报 ›› 2014, Vol. 35 ›› Issue (7): 1008-1011.DOI: 10.1016/S1872-2067(14)60080-2

• 快讯 • 上一篇    下一篇

一种新型双亲性有机小分子催化剂在水相体系中催化环己酮与硝基烯烃直接不对称Michael加成反应

魏建伟a,b, 郭文岗b, 张博宇b, 刘?b, 杜欣a, 李灿b   

  1. a. 大连理工大学化工学院, 辽宁大连110624;
    b. 中国科学院大连化学物理研究所催化基础国家重点实验室, 辽宁大连110623
  • 收稿日期:2013-12-21 修回日期:2014-03-11 出版日期:2014-06-28 发布日期:2014-06-28
  • 通讯作者: 刘䶮，杜欣，李灿
  • 基金资助:

    国家自然科学基金（21002100）；中央高校基础研究基金（DUT12LK07）.

An amphiphilic organic catalyst for the direct asymmetric Michael addition of cycloketone to nitroolefins in water

Jianwei Weia,b, Wengang Guob, Boyu Zhangb, Yan Liub, Xin Dua, Can Lib   

  1. a. Department of Chemistry, Dalian University of Technology, Dalian 116024, Liaoning, China;
    b. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
  • Received:2013-12-21 Revised:2014-03-11 Online:2014-06-28 Published:2014-06-28
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (21002100) and the Fundamental Research Funds for the Central Universities of China (DUT12LK07).

PDF

528

摘要：

设计合成了一系列基于脯氨酸巯基咪唑衍生物的新型双亲性有机小分子催化剂，在水相中加入酸作为助催化剂，可以高效高选择性的催化环己酮与硝基烯烃的不对称Michael加成反应，非对映选择性和对映选择性分别高达99：1和96%.

关键词: 不对称催化, 乳液, 有机催化, 迈克尔加成

Abstract:

A series of amphiphilic proline-derived mercapto imidazole organic catalysts were synthesized and shown to be very effective with an acid cocatalyst for the asymmetric Michael addition reaction of ketones to nitroolefins with high diastereoselectivity (up to 99:1) and execellent enantioselectivity (up to 96%) using water as solvent.

Key words: Asymmetric catalysis, Emulsion, Organocatalysis, Michael addition