摘要
An organocatalytic approach for direct conversion of racemic diarylmethanols to valuable chiral diarylmethyiamines is described. Ditterent from the previously reported elegant "borrowing hydrogen" approach, the present process employs a distinct complementary formal SN 1 strategy. This approach enjoys excellent enantioselectivity, mild conditions, broad scope, and easy product derivatization. Mechanistically, control experiments also provided important insights into some notable features, such as substrate kinetic resolution and reversibility as well as the critical role of the ortho- hydroxy group in the substrate.
An organocatalytic approach for direct conversion of racemic diarylmethanols to valuable chiral diarylmethyiamines is described. Ditterent from the previously reported elegant "borrowing hydrogen" approach, the present process employs a distinct complementary formal SN 1 strategy. This approach enjoys excellent enantioselectivity, mild conditions, broad scope, and easy product derivatization. Mechanistically, control experiments also provided important insights into some notable features, such as substrate kinetic resolution and reversibility as well as the critical role of the ortho- hydroxy group in the substrate.