Asymmetric synthesis of CF3-containing tetrahydroquinoline via a thiourea-catalyzed cascade reaction. 2017

Yuanyuan Zhu, and Boyu Li, and Cui Wang, and Zhenghao Dong, and Xiaoling Zhong, and Kairong Wang, and Wenjin Yan, and Rui Wang
The Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, China. yanwj@lzu.edu.cn wangrui@lzu.edu.cn.

An organocatalytic asymmetric method for the synthesis of 2-CF3 tetrahydroquinoline has been achieved. The cascade reaction of 2-aminochalcones with β-CF3 nitroalkenes afforded the products bearing three contiguous stereogenic centers in good yields with excellent diastereoselectivities and enantioselectivities.

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