Iridium-Catalyzed Branch-Selective and Enantioselective Hydroalkenylation of α-Olefins through C–H Cleavage of Enamides
Xin Sun, En‐Ze Lin, Bi‐Jie Li
Abstract
Catalytic branch-selective hydrofunctionalization of feedstock α-olefins to form enantioenriched chiral compounds is a particularly attractive yet challenging transformation in asymmetric catalysis. Herein we report an iridium-catalyzed asymmetric hydroalkenylation of α-olefins through directed C-H cleavage of enamides. This atom-economical addition process is highly branch-selective and enantioselective, delivering trisubstituted alkenes with an allylic stereocenter. DFT calculations reveal the origin of regio- and enantioselectivity.
Topics & Concepts
ChemistryEnantioselective synthesisIridiumCatalysisCleavage (geology)Medicinal chemistryStereochemistryOrganic chemistryGeotechnical engineeringFracture (geology)EngineeringCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysis