文献类型：期刊文献

英文题名：Palladium-Catalyzed Regio-, Diastereo-, and Enantioselective 1,2-Arylfluorination of Internal Enamides

作者：Xi, Yang[1,2];Wang, Chenchen[1,2];Zhang, Qian[1,2];Qu, Jingping[1,2];Chen, Yifeng[1,2]

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

年份：2021

卷号：60

期号：5

起止页码：2699

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20204809555651);WOS:【SCI-EXPANDED(收录号:WOS:000592223000001)，CCR-EXPANDED(收录号:WOS:000592223000001)】；

基金：This work was supported by NSFC/China (21421004, 21702060), Shanghai Rising-Star Program, Shanghai Municipal Science and Technology Major Project (Grant No.2018SHZDZX03) and the Program of Introducing Talents of Discipline to Universities (B16017), and the Fundamental Research Funds for the Central Universities. Y.C. thanks Prof. Weiping Deng (ECUST) for sharing the instruments. The authors thank Research Center of Analysis and Test of ECUST for the help on NMR analysis.

语种：英文

外文关键词：arylfluorination; enamide; intermolecular reaction; palladium; vicinal stereocenters

摘要：We herein describe a palladium-catalyzed three-component coupling of internal enamides, arylboronic acids, and Selectfluor to access the chiral beta-fluoroaminated moiety with up to 99 % ee. The prefunctionalized oxazolidinone substituted alkene enables the expedient construction of two vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities. The synthetic application is exhibited by selective transformation of the product into various vicinal benzylic fluoride derivatives.