Organic Chemistry Portal



Asymmetric Carbonyl-Ene Reaction Catalyzed by Chiral N,N′-Dioxide-Nickel(II) Complex: Remarkably Broad Substrate Scope

Ke Zheng, Jian Shi, Xiaohua Liu and Xiaoming Feng*

*Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China, Email:

K. Zheng, J. Shi, X. Liu, X. Feng, J. Am. Chem. Soc., 2008, 130, 15770-15771.

DOI: 10.1021/ja808023y


A novel nickel(II)-N,N′-dioxide complex facilitated the asymmetric synthesis of biologically interesting α-hydroxy carbonyl compounds under mild conditions by highly enantioselective carbonyl-ene reactions of glyoxal derivatives with various alkenes. Various aromatic, aliphatic, and heteroaromatic glyoxal derivatives, as well as glyoxylate, were tolerated.

see article for more examples

Key Words

Ene Reaction, Homoallylic Alcohols

ID: J48-Y2008-3460