A Rapid Synthesis of Chiral Allylic Amines via Microwave‐assisted Asymmetric Alkenylation of N‐Tosyl Aldimines Catalyzed by Rhodium/Chiral Diene Complexes

A method providing expeditious access to chiral allylic amines via a Rh(I)/bicyclo[2.2.1]heptadiene‐catalyzed enantioselective alkenylation of N‐tosyl aldimines with potassium alkenyltrifluoroborates under microwave irradiation is described. The rate of the asymmetric 1,2‐addition reaction, conducted in the presence of 1 mol % of the catalyst, was significantly enhanced as compared to when the standard heating method was applied while still providing the corresponding products without decrease in enantioselectivity. A rapid synthesis of chiral allylic amines is described, which employs an asymmetric Rh‐catalyzed 1,2‐addition reaction of potassium alkenyltrifluoroborates with N‐tosyl aldimines under microwave irradiation. This method requires 1.0 mol % of Rh(I)/bicyclo[2.2.1]heptadiene 1c to provide the corresponding adducts in high optical purity.