A Straightforward Sequential Approach for the Enantioselective Synthesis of Optically Active α‐Arylmethanol‐1,2,3‐Triazoles

Abstract

Herein we describe a compelling sequential methodology for obtaining optically active α‐arylmethanols‐1,2,3‐triazoles. The approach is based on the enantioselective alkynylation of aldehydes followed by a one‐pot two‐step desilylation/CuI‐catalyzed azide‐alkyne 1,3‐dipolar cycloaddition (CuAAC), providing the corresponding products with excellent yields and high levels of enantioselectivity. Furthermore, the click chemistry can be performed without affecting the enantiomeric excess. The application of the reaction has been demonstrated in the synthesis of a 1,2,3‐triazole analog of antihistaminic and anticholinergic drug (R)‐orphenadrine.