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Iridium-catalyzed enantioselective alkynylation and kinetic resolution of alkyl allylic alcohols

Jia Guo, Hao-Ran Ma, Wen-Bin Xiong, Luoyi Fan, You‐Yun Zhou, Henry Ν. C. Wong, Jian‐Fang Cui

2022Chemical Science20 citationsDOIOpen Access PDF

Abstract

An efficient kinetic resolution of (±)-alkyl allylic alcohols has been realized by Ir/( S )-L1–catalyzed allylic alkynylation. The reaction of (±)-alkyl allylic alcohols and potassium alkynyltrifluoroborates provided enantioenriched 1,4-enynes and unreacted allylic alcohols.

Topics & Concepts

Allylic rearrangementKinetic resolutionEnantioselective synthesisChemistryIridiumPhosphoramiditeAlkylCatalysisOlefin fiberCombinatorial chemistryOrganic chemistryBiochemistryOligonucleotideDNAAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods
Iridium-catalyzed enantioselective alkynylation and kinetic resolution of alkyl allylic alcohols | Litcius