Enantioselective One‐pot Synthesis of 3‐Azabicyclo[3.1.0]hexanes <i>via</i> Allylic Substitution and Oxidative Cyclization

Abstract

Abstract An enantioselective one‐pot synthesis of 3‐azabicyclo[3.1.0]hexanes from allyl carbonates and propargyl amines is reported. An amine catalyst promoted the allylic substitution to form intermediary N ‐allyl propargylamines, which underwent enantioselective Pd(II)/Pd(IV)‐mediated oxidative cyclization in situ . The chiral ligand ( P,R,R )‐ i ‐Pr‐SPRIX is crucial to the cyclization, producing the desired bicyclic compounds in up to 92% yield and 90% ee. magnified image