Highly enantioselective Michael addition of isobutyraldehyde to nitroalkenes

被引:26
|
作者
He, Tianxiong
Gu, Qing
Wu, Xin-Yan [1 ]
机构
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
Asymmetric catalysis; Bifunctional organocatalysts; Michael reaction; Isobutyraldehyde; CHIRAL IONIC LIQUIDS; BIFUNCTIONAL ORGANOCATALYSTS; CONJUGATE ADDITION; ALPHA; BETA-UNSATURATED KETONES; ASYMMETRIC ORGANOCATALYSIS; PYRROLIDINE SULFONAMIDE; AROMATIC KETONES; NITROOLEFINS; ALDEHYDES; AMINE;
D O I
10.1016/j.tet.2010.02.069
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric catalytic Michael reaction between isobutyraldehyde and nitroalkanes with chiral primary amine thiourea organocatalysts was described. In the presence of 10 mol% of 1-((1R,2R)-2-amino-1,2-diphenylethyl)-3-benzylthiourea, the desired products were achieved in excellent enantioselectivity (up to>99% ee) with up to 98% yield. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3195 / 3198
页数:4
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