Synthesis of Chiral α-Trifluoromethylamines with 2,2,2-Trifluoroethylamine as a “Building Block‿/a>

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• 作者：Xiaoyuan Li ; Jinhuan Su ; Zhourujun Liu ; Yuanyuan Zhu ; Zhenghao Dong ; Shuai Qiu ; Jiayi Wang ; Li Lin ; Zhiqiang Shen ; Wenjin Yan ; Kairong Wang ; Rui Wang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：March 4, 2016
• 年：2016
• 卷：18
• 期：5
• 页码：956-959
• 全文大小：455K
• ISSN：1523-7052

文摘

The β-isocupreidine, a cinchonine derived alkaloid, catalyzed asymmetric S_N2′–S_N2′ reaction between N-2,2,2-trifluoroethylisatin ketimines and MBH type carbonates was realized in a simple and efficient way. A series of chiral α-trifluoromethylamines were prepared with excellent yields and stereoselectivities. A subsequent and easy process of deprotection gave γ-trifluoromethyl-α-methylenelactam in a stereoselective manner.