title: Efficient enantioselective synthesis of dihydropyrans using a chiral N,N'-dioxide as organocatalyst.
abstract: The bifunctional organocatalyst C3 N,N'-dioxide has been successfully applied to the asymmetric cascade Michael/hemiacetalization reaction of α-substituted cyano ketones and β,γ-unsaturated α-ketoesters for the synthesis of multifunctionalized chiral dihydropyrans. The corresponding products were obtained in excellent yields (up to 99%) with high to excellent enantioselectivities (up to 99% ee).
authors.affiliation: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Juhua
authors.initials: J
authors.lastname: Feng
authors.forename: Xuan
authors.initials: X
authors.lastname: Fu
authors.forename: Zhenling
authors.initials: Z
authors.lastname: Chen
authors.forename: Lili
authors.initials: L
authors.lastname: Lin
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
mesh_terms: D002384:Catalysis; D004952:Esters; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009585:Nitrogen Dioxide / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007659:Ketones; D011714:Pyrans; D009585:Nitrogen Dioxide