文献类型：期刊文献

英文题名：Palladium-Catalyzed Asymmetric [4+3] Cyclization of Trimethylenemethane: Regio-, Diastereo-, and Enantioselective Construction of Benzofuro[3,2-b]azepine Skeletons

作者：Liu, Yang-Zi[1,2];Wang, Zhongao[1,2];Huang, Zesheng[1,2];Zheng, Xing[1,2];Yang, Wu-Lin[1,2];Deng, Wei-Ping[1,2]

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

年份：2020

卷号：59

期号：3

起止页码：1238

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20195107875719);WOS:【SCI-EXPANDED(收录号:WOS:000502394100001)，CCR-EXPANDED(收录号:WOS:000502394100001)】；

基金：This work was supported by the National Natural Science Foundation of China (No. 21971062), the Fundamental Research Funds for the Central Universities, the China Postdoctoral Science Foundation (No. 2018M632037), and Shanghai Sailing Program (No. 18YF140560). We thank the Research Center of Analysis and Test of East China University of Science and Technology for their help with NMR analysis.

语种：英文

外文关键词：[4+3] cyclization; asymmetric catalysis; chiral azepines; cycloaddition; palladium

摘要：The palladium-catalyzed asymmetric [4+3] cyclization of trimethylenemethane donors with benzofuran-derived azadienes furnishes chiral benzofuro[3,2-b]azepine frameworks in high yields (up to 98 %) with exclusive regioselectivities and excellent stereoselectivities (up to >20:1 d.r., >99 % ee). This catalytic asymmetric [4+3] cyclization of Pd-trimethylenemethane can enrich the arsenal of Pd-TMM reactions in organic synthesis. In addition, this strategy provides an alternative approach to chiral azepines by a transition-metal-catalyzed asymmetric [4+3] cyclization.