Palladium‐Catalyzed Regio‐, Diastereo‐, and Enantioselective 1,2‐Arylfluorination of Internal Enamides
Yang Xi, Chenchen Wang, Qian Zhang, Jingping Qü, Yifeng Chen
Abstract
Abstract We herein describe a palladium‐catalyzed three‐component coupling of internal enamides, arylboronic acids, and Selectfluor to access the chiral β‐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.
Topics & Concepts
SelectfluorStereocenterVicinalAlkenePalladiumEnantioselective synthesisChemistryMoietyCatalysisCombinatorial chemistryRegioselectivityStereochemistryOrganic chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsChemical Synthesis and Analysis