<i>N</i>,<i>N</i>′‑Dioxide–Scandium(III)-Catalyzed Asymmetric Aza-Friedel–Crafts Reaction of Sesamol with Aldimines

Abstract

A highly efficient aza-Friedel–Crafts reaction of sesamol with aldimines has been realized by using a chiral N,N′-dioxide–scandium­(III) complex as the catalyst. A series of corresponding bioactive chiral α-amino-sesamols were obtained in moderate to good yields (up to 97%) with excellent enantioselectivities (up to 97% ee). Furthermore, the control experiments were conducted to provide fundamental insights into the mechanism of the reaction