Enantioselective Conjugate Addition of N-Heterocycles to α,β-Unsaturated Ketones Catalyzed by Chiral Primary Amines

被引:51
|
作者
Luo, Guangshun [1 ]
Zhang, Shilei [1 ]
Duan, Wenhu [1 ,2 ]
Wang, Wei [1 ,3 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Sci, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Shanghai Inst Biol Sci, Shanghai Inst Materia Med, Shanghai 201203, Peoples R China
[3] Univ New Mexico, Dept Chem & Biol Chem, Albuquerque, NM 87131 USA
来源
SYNTHESIS-STUTTGART | 2009年 / 09期
基金
美国国家科学基金会;
关键词
primary amines; N-heterocycles; enones; conjugate addition; catalysis; AZA-MICHAEL REACTION; ASYMMETRIC-SYNTHESIS; CARBONYL-COMPOUNDS; THIOUREA CATALYST; ORGANIC-SYNTHESIS; ORGANOCATALYSIS; ALDEHYDES; IMIDES; NITROOLEFINS; NITROALKENES;
D O I
10.1055/s-0029-1216636
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with alpha,beta-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts ill moderate to high enantioselectivities.
引用
收藏
页码:1564 / 1572
页数:9
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