Quinine-derived thiourea promoted enantioselective Michael addition reactions of 3-substituted phthalides to maleimides

被引:0
|
作者
Jie Wang [1 ]
Xin Li [1 ]
Jin-Pei Cheng [1 ]
机构
[1] State Key Laboratory of Elemento-Organic Chemistry,Collaborative Innovation Center of Chemical Science and Engineering,College of Chemistry,Nankai University
基金
中国国家自然科学基金;
关键词
michael addition; 3,3′-disubstituted phthalides; vicinal quaternary-tertiary stereogenic centers;
D O I
暂无
中图分类号
O621.25 [];
学科分类号
摘要
A highly diastereoselective and enantioselective Michael addition/desymmetrization reaction of maleimides with prochiral 3-substituted phthalides catalyzed by quinine-derived bifunctional thiourea was realized. A broad range of the 3,3′-disubstituted phthalides bearing vicinal quaternary-tertiary stereogenic centers were synthesized in moderate to good yields(up to 96%) with high diastereoselectivities(up to >19:1 dr) and enantioselectivities(up to 96:4 er).
引用
收藏
页码:649 / 652
页数:4
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