Photoinduced Copper‐Catalyzed Enantioselective Allylic C(sp<sup>3</sup>)−H Oxidation of Acyclic 1‐Aryl‐2‐alkyl Alkenes as Limiting Substrates
Xuemeng Chen, Heng‐Hui Li, Søren Kramer
Abstract
Abstract Herein, we disclose a simple copper‐catalyzed method for enantioselective allylic C(sp 3 )−H oxidation of unsymmetrical acyclic alkenes, specifically 1‐aryl‐2‐alkyl alkenes. The C−H substrates are used in limiting amounts, and the products are obtained with high enantioselectivity, E / Z ‐selectivity, and regioselectivity. The method exhibits broad functional group tolerance, and E / Z ‐alkene mixtures are suitable C−H substrates. The transformation is enabled by light irradiation, which sustains the enantioselective copper catalysis by photoinduced oxidant homolysis.
Topics & Concepts
Allylic rearrangementEnantioselective synthesisArylAlkylChemistryCatalysisCopperLimitingMedicinal chemistryOrganic chemistryMechanical engineeringEngineeringCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions