Enantiodivergent Cyclization of Racemic Cyclohexadienones via Parallel Kinetic Asymmetric Transformation
Xiang Gao, Beibei Li, Yuwei Li, Xiao Xiao, Mengmeng Liu, Guang‐Jian Mei
Abstract
Strategies that fully convert available racemic substrates into valuable enantioenriched products are urgently needed in organic synthesis. Reported herein is the first parallel kinetic asymmetric transformation of racemic cyclohexadienones. Racemic cyclohexadienones are first diastereoselectively converted into a new pair of racemic transient dienol intermediates, which are then parallel protonated by chiral phosphoric acid to deliver two sets of hydroindole products bearing a quaternary stereocenter with generally excellent enantioselectivity.
Topics & Concepts
ChemistryTransformation (genetics)Kinetic energyStereochemistryCombinatorial chemistryBiochemistryQuantum mechanicsPhysicsGeneAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisChemical synthesis and alkaloids