Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

被引:27
作者
Li, Fei [1 ]
Li, Ying-Zi [1 ]
Jia, Zhen-Shan [1 ]
Xu, Ming-Hua [2 ]
Tian, Ping [1 ]
Lin, Guo-Qiang [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
关键词
Bifinctional; Biscinchona alkaloids; Nitroalkenes; Conjugate addition; Baclofen; BAYLIS-HILLMAN REACTION; ENANTIOSELECTIVE MICHAEL ADDITION; 1,3-DICARBONYL COMPOUNDS; CINCHONA ALKALOIDS; QUATERNARY STEREOCENTERS; TERTIARY STEREOCENTERS; ADJACENT QUATERNARY; ORGANIC CATALYST; HENRY REACTION; CHIRAL AMINES;
D O I
10.1016/j.tet.2011.08.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee). Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:10186 / 10194
页数:9
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