Highly enantioselective Michael additions of α-cyanoacetate with chalcones catalyzed by bifunctional cinchona-derived thiourea organocatalyst

被引:59
|
作者
Gu, Chun-ling
Liu, Li [1 ]
Sui, Yong
Zhao, Jun-Lin
Wang, Dong
Chen, Yong-Jun
机构
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.tetasy.2007.02.016
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The conjugate addition of ethyl alpha-cyanoacetate with chalcones has been developed. In the presence of cinchona alkaloid-derived thiourea organocatalyst 1i (10 mol %), ethyl alpha-cyanoacetate could react with various chalcones to afford Michael adducts with high yields (80-92%) and enantioselectivities (83-95% ee). (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:455 / 463
页数:9
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