文献类型：期刊文献

英文题名：Copper(i)-catalyzed asymmetric [3+3] annulation involving aziridines to construct tetrahydro-β-carbolines

作者：Ye, Chao[2];Yang, Wu-Lin[1,2];Zhai, Yufei[1];Deng, Hua[2];Luo, Xiaoyan[2];Kai, Guoyin[1];Deng, Wei-Ping[1,2]

机构：[1]Zhejiang Chinese Med Univ, Coll Pharm, Hangzhou 310053, Zhejiang, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2020

卷号：7

期号：21

起止页码：3393

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20204509454223);WOS:【SCI-EXPANDED(收录号:WOS:000582936400004)】；

基金：This work is supported by the National Natural Science Foundation of China (21772038, 31571735), Zhejiang Provincial Ten Thousands Program for Leading Talents of Science and Technology Innovation (2018R520), Zhejiang Provincial Program for the Cultivation of High-level Innovative Health Talents and Opening Project of Zhejiang Provincial Preponderant and Characteristic Subject of Key University (Traditional Chinese Pharmacology), Zhejiang Chinese Medical University (ZYAOX2018029).

语种：英文

外文关键词：Pyridine - Addition reactions - Copper compounds

摘要：A catalytic asymmetric [3 + 3] annulation of aziridines with substituted 2-vinylindoles was developed. The reaction proceeds through copper-catalyzed ring-opening of aziridines followed by base-promoted intramolecular aza-Michael addition in a one-pot process. This strategy provides an efficient method for the direct synthesis of 1,4-disubstituted tetrahydro-beta-carbolines with generally high diastereo- and enantioselectivities (up to >20 : 1 dr, 96% ee).