Enantioselective Allylic Substitution of Morita-Baylis-Hillman Adducts Catalyzed by Chiral Bifunctional Ferrocenylphosphines

被引:22
|
作者
Zhu, Linglong [1 ]
Hu, Haiwen [1 ]
Qi, Liang [1 ]
Zheng, Yi [1 ]
Zhong, Weihui [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Collaborat Innovat Ctr Green Pharmaceut Engn, Chao Wang Rd 18th, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Asymmetric catalysis; Amination; Phosphanes; Configuration determination; N-SULFONATED IMINES; INDOLE-DERIVATIVES; KINETIC RESOLUTION; ACTIVATED OLEFINS; HILIMAN REACTION; MBH-CARBONATES; ACETATES; ALKYLATION; AMINATION; ORGANOCATALYSTS;
D O I
10.1002/ejoc.201600045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of air-stable chiral ferrocenylphosphines (LB1-LB4) were prepared and used in the asymmetric allylic substitution of Morita-Baylis-Hillman (MBH) adducts with phthalimide under mild reaction conditions; the (R,S-Fc)-ferrocenylphosphine LB4 afforded the desired amination products 3 in moderate yields with excellent enantioselectivities. The absolute configuration of 3o was confirmed by X-ray analysis.
引用
收藏
页码:2139 / 2144
页数:6
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