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镧系(III)配合物催化3-取代苯并呋喃-2(3H)-酮与4-氧代-烯酸酯的高度非对映和对映选择性迈克尔加成反应。

Highly diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates catalyzed by lanthanide(III) complexes.

作者信息

Wang Zhen, Yao Qian, Kang Tengfei, Feng Juhua, Liu Xiaohua, Lin Lili, Feng Xiaoming

机构信息

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China.

出版信息

Chem Commun (Camb). 2014 May 18;50(38):4918-20. doi: 10.1039/c4cc01499e.

Abstract

An efficient lanthanide(III)-catalyzed diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates was developed. The desired adducts with contiguous quaternary-tertiary stereocenters were obtained in up to 99% yield with up to >95/5 dr and 98% ee.

摘要

开发了一种高效的镧系元素(III)催化的3-取代苯并呋喃-2(3H)-酮与4-氧代烯酸酯的非对映和对映选择性迈克尔加成反应。获得了具有相邻季碳-叔碳立体中心的所需加合物,产率高达99%,非对映选择性高达>95/5,对映体过量率为98%。

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