N,N '-Dioxide Scandium(III)-Catalyzed Asymmetric Aza-Friedel-Crafts Reaction of Sesamol with Aldimines

作者：Bai Sha; Liao Yuting; Lin Lili; Luo Weiwei; Liu Xiaohua; Feng Xiaoming^*

来源：Journal of Organic Chemistry, 2014, 79(21): 10662-10668.

DOI：10.1021/jo5020036

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 a-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.

• 出版日期2014-11-7
• 单位四川大学