title: Catalytic hetero-ene reactions of 5-methyleneoxazolines: highly enantioselective synthesis of 2,5-disubstituted oxazole derivatives.
abstract: An efficient catalytic asymmetric hetero-ene reaction of 5-methyleneoxazolines with 1,2-dicarbonyl compounds (including α-ketoesters and glyoxal derivatives) was realized using Ni(II)-N,N'-dioxide complexes as the catalysts. It provides a rapid, high yielding (up to 99%) route for the preparation of 2,5-disubstituted oxazole derivatives in a highly enantioenriched form (up to >99% ee) under mild conditions.
authors.affiliation: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China. xmfeng@scu.edu.cn.
authors.forename: Weiwei
authors.initials: W
authors.lastname: Luo
authors.forename: Jiannan
authors.initials: J
authors.lastname: Zhao
authors.forename: Chengkai
authors.initials: C
authors.lastname: Yin
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Lili
authors.initials: L
authors.lastname: Lin
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D008745:Methylation; D010080:Oxazoles / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D010080:Oxazoles