文献类型：期刊文献

中文题名：Enantioselective Synthesis ofα-Alkenylatedγ-Lactam Enabled by Ni-Catalyzed 1,4-Arylcarbamoylation of 1,3-Dienes

作者：Feng He[1];Liting Hou[1];Xianqing Wu[1];Haojie Ding[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

年份：2023

卷号：5

期号：2

起止页码：341

中文期刊名：CCS Chemistry

外文期刊名：中国化学会会刊（英文）

收录：Scopus;CSCD:【CSCD2023_2024】；

基金：supported by National Natural Science Foundation of China(grant no.22171079);the Natural Science Foundation of Shanghai(grant no.21ZR1480400);the Shanghai Rising-Star Program(grant no.20QA1402300);the Shanghai Municipal Science and Technology Major Project(grant no.2018SHZDZX03);the Program of Introducing Talents of Discipline to Universities(grant no.B16017);the Fundamental Research Funds for the Central Universities and the China Postdoctoral Science Foundation(grant no.2021M701197).

语种：英文

中文关键词：lactam;nickel;1;3-diene;enantioselective dicarbofunctionalization;quaternary stereogenic center

摘要：The facile construction of chiral quaternaryα-alkenylated pyrrolidinones is a long-term challenge in organic synthesis.The asymmetric difunctionalization of 1,3-dienes represents the most compelling tool for assembling alkenylated compounds by regioselective 1,2-or 1,4-difunctionalization.Nevertheless,the manipulation of unactivated 1,3-dienes to forge the quarternary stereogenic center still remains largely underdeveloped.Herein,we disclose a nickelcatalyzed asymmetric 1,4-arylcarbamoylation of unactivated 1,3-dienes tethered on carbamoyl fluoride with readily available arylboronic acids,providing rapid access to the enantioenrichedα-alkenylated pyrrolidinones bearing the quaternary stereogenic center in high yields with broad functional group tolerance.Moreover,this chiral ligand-controlled asymmetric transformation overcomes the intrinsic substrate control with a preexisting chiral center.