文献类型：期刊文献

英文题名：Synergistic Copper and Chiral Lewis Base Catalysis for the Asymmetric Synthesis of Pyrrolo[1,2-a]indoles

作者：Shen, Jia-Huan;Tian, Fei;Yang, Wu-Lin[1];Deng, Wei-Ping[1]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2021

卷号：39

期号：12

起止页码：3292

外文期刊名：CHINESE JOURNAL OF CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000705168900001)，CCR-EXPANDED(收录号:WOS:000705168900001)】；

基金：This work is supported by the National Natural Science Foundation of China (Nos. 21901072 and 21772038).

语种：英文

外文关键词：Copper; Lewis base; Synergistic catalysis; Pyrrolo[1; 2-a]indoles; Asymmetric synthesis

摘要：Main observation and conclusion The first asymmetric decarboxylative [3+2]-cycloaddition of ethynyl indoloxazolidones with carboxylic acids has been developed under synergistic catalysis of copper and chiral Lewis base. This protocol provides a direct and modular approach to biologically important pyrrolo[1,2-a]indoles bearing two vicinal stereogenic centers with excellent diastereo- and enantioselectivities (up to >20 : 1 dr and >99% ee). In addition, the utility of this methodology was demonstrated by scaled-up reaction and several synthetic transformations of the cycloadduct.