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席夫碱催化的丙二腈对查耳酮的对映选择性迈克尔加成反应。

Squaramide-catalyzed enantioselective Michael addition of malononitrile to chalcones.

机构信息

School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing, 100081, People's Republic of China.

出版信息

Org Biomol Chem. 2012 Jan 14;10(2):332-8. doi: 10.1039/c1ob06302b. Epub 2011 Nov 9.

Abstract

A highly enantioselective Michael addition of malononitrile to chalcones catalyzed by a chiral quinine-derived squaramide catalyst has been developed. This organocatalytic reaction at a very low catalyst loading (0.5 mol%) led to chiral γ-cyano carbonyl compounds in good yields with high enantioselectivities (up to 96% ee) under mild reaction conditions.

摘要

一种手性奎宁衍生的双恶唑啉催化剂可以高对映选择性地催化丙二腈与查耳酮的迈克尔加成反应。在非常低的催化剂负载量(0.5mol%)下,该有机催化反应在温和的反应条件下以高收率(高达 96%ee)得到了手性γ-氰基羰基化合物。

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