Light-Mediated Asymmetric Aliphatic C–H Alkylation with Hydrogen Atom Transfer Catalyst and Chiral Phosphoric Acid
Zhen-Yao Dai, Zhong‐Sheng Nong, Pu‐Sheng Wang
Abstract
In the presence of tetrabutylammonium decatungstate and chiral spiro phosphoric acid, a light-mediated asymmetric C–H functionalization of unactivated hydrocarbons with exocyclic enones has been established. A wide range of cycloalkanes, benzylic, and allylic hydrocarbons are tolerated. This protocol proceeds via a hydrogen atom transfer/radical addition/hydrogen abstraction/enantioselective protonation relay process.
Topics & Concepts
Enantioselective synthesisChemistryPhosphoric acidCatalysisProtonationAllylic rearrangementHydrogen atomAlkylationPhotochemistryHydrogen atom abstractionHydrogenMedicinal chemistryOrganic chemistryIonAlkylCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions