Chiral N,N′-dioxide–FeCl3 complex-catalyzed asymmetric intramolecular Cannizzaro reaction†
Wangbin Wu,Xiaohua Liu,Yuheng Zhang,Jie Ji,Tianyu Huang,Lili Lin
Chemical Communications Pub Date : 06/22/2015 00:00:00 , DOI:10.1039/C5CC04213E
Abstract

An environmentally benign catalyst, the N,N′-dioxide–FeCl3 complex, has been developed for the asymmetric intramolecular Cannizzaro reaction. Aryl and alkyl glyoxal monohydrates were applied to obtain α-hydroxy acid esters with excellent results. Deuterium-label and control experiments shed light on the reaction mechanism.

Graphical abstract: Chiral N,N′-dioxide–FeCl3 complex-catalyzed asymmetric intramolecular Cannizzaro reaction