Enantioselective Organocatalytic Conjugate Addition of Alkenes to α,β-Enones

被引:15
|
作者
Cui, Lingyun [1 ]
Zhang, Long [1 ]
Luo, Sanzhong [1 ,2 ]
Cheng, Jin-Pei [1 ,2 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Synthetic methods; Organocatalysis; Conjugate addition; Enamines; Alkenes; Enantioselectivity; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; CATALYZED ASYMMETRIC 1,4-ADDITION; MICHAEL ADDITION; KETONES; REAGENTS; FUNCTIONALIZATION; 1,6-ADDITION; ALKYLATION; INSERTION; OLEFINS;
D O I
10.1002/ejoc.201402353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the first example of the enantioselective conjugate addition of alkenes (aromatic enamines) to enones catalyzed by chiral primary amines. The reactions encompass a plethora of alpha,beta-enones including difficult alpha-substituted vinyl ketones to give vinylation adducts in high yields with good enantioselectivity. The methodology is of synthetic potential in accessing chiral functional materials.
引用
收藏
页码:3540 / 3545
页数:6
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