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Bimetallic Palladium/Cobalt Catalysis for Enantioselective Allylic C−H Alkylation via a Transient Chiral Nucleophile Strategy

Hongkai Wang, Yang Xu, Fangqing Zhang, Yangbin Liu, Xiaoming Feng

2022Angewandte Chemie14 citationsDOI

Abstract

Abstract An asymmetric allylic C−H functionalization has been developed by making use of transient chiral nucleophiles, as well as bimetallic synergistic catalysis with an achiral Pd 0 catalyst and a chiral N,N′‐dioxide‐Co II complex. A variety of β‐ketoesters and N‐Boc oxindoles coupled with allylbenzenes and aliphatic terminal alkenes were well tolerated, furnishing the desired allylic alkylation products in high yields (up to 99 %) with excellent regioselectivities and enantioselectivities (up to 99 % ee) .

Topics & Concepts

Allylic rearrangementBimetallic stripTsuji–Trost reactionEnantioselective synthesisChemistryNucleophileCatalysisPalladiumAlkylationCobaltCombinatorial chemistryAminationMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisSynthesis and Catalytic Reactions
Bimetallic Palladium/Cobalt Catalysis for Enantioselective Allylic C−H Alkylation via a Transient Chiral Nucleophile Strategy | Litcius