Effective asymmetric Michael addition of acetone to nitroalkenes promoted by chiral proline amide-thiourea bifunctional catalysts

被引:20
作者
Wang, Qiao-wei [1 ,2 ]
Peng, Lin [1 ,2 ]
Fu, Ji-ya [1 ,2 ]
Huang, Qing-chun
Wang, Li-xin [1 ]
Xu, Xiao-ying [1 ]
机构
[1] Chinese Acad Sci, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
基金
中国国家自然科学基金;
关键词
Organocatalyst; Michael addition; acetone; trans-nitroalkenes; chiral proline amidethiourea; ENANTIOSELECTIVE CONJUGATE ADDITION; EFFICIENT ORGANOCATALYSTS; 1,4-ADDITION REACTIONS; PYRROLIDINE-THIOUREA; KETONES; ALDEHYDES; AMINE; NITROOLEFINS; DERIVATIVES; STEREOCENTERS;
D O I
10.3998/ark.5550190.0011.229
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of secondary amine-thiourea catalysts 1a-1d derived from L-proline and chiral diamine were prepared and successfully applied to the Michael addition of acetone to trans-nitroalkenes in excellent yields (up to 99%) and enantioselectivities (44-91% ee).
引用
收藏
页码:340 / 351
页数:12
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