Cu(I)/DTBM-BIPHEP-catalyzed exo-selective 1,3-dipolar cycloaddition of azomethine ylides with cis-trifluorocrotonate for asymmetric construction of trifluoromethylated pyrrolidines

被引:51
|
作者
Li, Qing-Hua [1 ]
Xue, Zhi-Yong [1 ]
Tao, Hai-Yan [1 ]
Wang, Chun-Jiang [1 ,2 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei Province, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
关键词
Asymmetric catalysis; Pyrrolidine; Trifluoromethyl group; 1,3-Dipolar cycloaddition; Stereoselectivity; ENANTIOSELECTIVE 3+2 CYCLOADDITION; ESTERS;
D O I
10.1016/j.tetlet.2012.05.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct and facile access to highly substituted exo-pyrrolidines bearing a unique trifluoromethyl group is developed via Cu(I)/DTBM-BIPHEP-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with cis-4,4,4-trifluorocrotonate for the first time. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3650 / 3653
页数:4
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