文献类型：期刊文献

中文题名：Nickel/Quinim Enabled Asymmetric Carbamoyl-Acylation of Unactivated Alkenes

作者：Xianqing Wu[1];Haiyan Li[1];Feng He[1];Jingping Qu[1];Yifeng Chen[1]

机构：[1]Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering,Feringa Nobel Prize Scientist Joint Research Center,Frontiers Science Center for Materiobiology and Dynamic Chemistry,School of Chemistry and Molecular Engineering,East China University of Science and Technology,Shanghai,200237 China

年份：2023

卷号：41

期号：14

起止页码：1673

中文期刊名：Chinese Journal of Chemistry

外文期刊名：中国化学（英文版）

收录：CSTPCD;;Scopus;CSCD:【CSCD2023_2024】；PubMed;

基金：supported 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 China Postdoctoral Science Foundation(2021M701197);the Fundamental Research Funds for the Central Universities.

语种：英文

中文关键词：Nickel;Quinim ligand;Lactams;Asymmetric catalysis;Alkenes

摘要：Transition metal-catalyzed difunctionalization of tethered alkene has emerged as a prevailing tool for the expedient construction of synthetically valuable cyclic compounds.However,most efforts have been devoted to the reaction of styrene-type substrates due to their rigid scaffold and high reactivity.With respect to the difunctionalization of nonaromatic tethered olefin,especially the mono-substituted alkene,still remains largely underdeveloped.Herein,we disclose a nickel/Quinim complex and TBADT-cocatalyzed asymmetric carbamoyl-acylation of unactivated alkene tethered on nonaromatic carbamoyl chlorides with diverse aldehydes.The reaction exhibits broad substrate scope with good functional group tolerance,as well as high reaction efficiency and enantioselectivity.Both monosubstituted and 1,1-substituted alkenes can work well with either aliphatic or aromatic aldehydes under the current protocol,providing convenient access to an array of medicinally useful chiralγ-lactams derivatives bearing a convertible acyl functionality.This reaction showcases more application possibilities of the chiral Quinim ligand in the future asymmetric catalytic transformations.