文献类型：期刊文献

英文题名：Organocatalytic Enantioselective [8+4] Cycloadditions of Isobenzofulvenes for the Construction of Bicyclo[4.2.1]nonanes

作者：Zhao, Jianhong[1];Zheng, Xing;Gao, Yan-Shan;Mao, Jia;Wu, Shu-Xiao;Yang, Wu-Lin;Luo, Xiaoyan;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：3219

外文期刊名：CHINESE JOURNAL OF CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000697960500001)，CCR-EXPANDED(收录号:WOS:000697960500001)】；

基金：This work is supported by the National Natural Science Founndation of China (Nos. 21772038 and 21971062). The authors thank the Research Center of Analysis and Test of East China Uniiversity of Science and Technology for the assistance with the HRMS and NMR analysis MS and NMR analysis

语种：英文

外文关键词：Organocatalysis; Isobenzofulvene; Electron-deficient dienes; Cycloaddition; Enantioselectivity

摘要：Main observation and conclusion The [8+4] cycloaddition of indene-2-carbaldehydes with indole-2,3-quinodimethanes and pyrrolidone-3,4-dienes is described, affording indole and pyrrolidone annulated bicyclo[4.2.1]nonanes in a highly peri-, diastereo-, and enantioselective fashion in the presence of a secondary amine catalyst. This reaction, which proceeds through catalytically generated isobenzofulvenes, represents the first asymmetric version of high-order [8+4] cycloaddition.