Reversal of enantioselectivity in cobalt(<scp>ii</scp>)-catalyzed asymmetric Michael–alkylation reactions: synthesis of spiro-cyclopropane-oxindoles
Jun-Hao Zhang, Weijing Yang, Ning Li, Tian Yin, Ming‐Sheng Xie, Hai‐Ming Guo
Abstract
An asymmetric Michael–alkylation reaction with a reversal of enantioselectivity catalyzed by chiral cobalt complexes is reported, giving spiro-cyclopropane-oxindoles with a complete and controlled switch in stereoselectivity (up to 99% and −98% ee).
Topics & Concepts
CyclopropaneChemistryAlkylationStereoselectivityCobaltCatalysisEnantioselective synthesisMichael reactionCyclopropanationMedicinal chemistryStereochemistryOrganic chemistryRing (chemistry)Cyclopropane Reaction MechanismsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods