文献类型：期刊文献

英文题名：Catalytic Desymmetric Dicarbofunctionalization of Unactivated Alkenes

作者：Wu, Xianqing[1,2];Luan, Baixue[1,2];Zhao, Wenyu[1,2];He, Feng[1,2];Wu, Xin-Yan[1,2];Qu, Jingping[1,2];Chen, Yifeng[1,2]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Joint Int Res Lab Precis Chem & Mol Engn,Sch Chem, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2022

卷号：61

期号：26

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20221912070117);WOS:【SCI-EXPANDED(收录号:WOS:000790025500001)】；

基金：This work was sponsored by NSFC/China (22171079), Natural Science Foundation of Shanghai (21ZR1480400), Shanghai Rising-Star Program (20QA1402300), Shanghai Municipal Science and Technology Major Project (Grant No.2018SHZDZX03), the Program of Introducing Talents of Discipline to Universities (B16017), the Fundamental Research Funds for the Central Universities (222201717003) and the China Postdoctoral Science Foundation (2021M701197). The authors thank the Analysis and Testing Center of East China University of Science and Technology for the help with NMR analysis.

语种：英文

外文关键词：Cyclization; Desymmetrization; Dicarbofunctionalization; Heterocycles; Nickel

摘要：The construction of multi-stereocenters by a transition metal-catalyzed cross-coupling reaction is a major challenge. The catalytic desymmetric functionalization of unactivated alkenes remains largely unexplored. Herein, we disclose -a desymmetric dicarbofunctionalization of 1,6-dienes via a nickel-catalyzed reductive cross-coupling reaction. The leverage of the underdeveloped chiral 8-Quinox enables the Ni-catalyzed desymmetric carbamoylalkylation of both unactivated mono- and disubstituted alkenes to form pyrrolidinone bearing two nonadjacent stereogenic centers in high enantio- and stereoselectivitives with broad functional-group tolerance. The synthetic application of pyrrolidinones allows the rapid access to complex chiral fused-heterocycles.