title: Asymmetric synthesis of 2,3-dihydroquinolin-4-one derivatives catalyzed by a chiral bisguanidium salt.
abstract: Worth its salt: An orgnaocatalytic asymmetric intramolecular aza-Michael reaction and one-pot bromination reaction of activated α,β-unsaturated ketones have been realized using a chiral bisguanidium salt. Optically enriched 2-aryl- and 2-alkyl-substituted dihydroquinones and brominated dihydroquinones could be obtained (up to 99% yield and 99% ee for the aza-Michael reaction; and up to 95% yield, 96:4 d.r., and 95% ee for the bromination reaction).
authors.affiliation: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Xiao
authors.initials: X
authors.lastname: Xiao
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Shunxi
authors.initials: S
authors.lastname: Dong
authors.forename: Yunfei
authors.initials: Y
authors.lastname: Cai
authors.forename: Lili
authors.initials: L
authors.lastname: Lin
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
mesh_terms: D002384:Catalysis; D019791:Guanidine / Q000737:chemistry*; D054879:Halogenation; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D012492:Salts / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C545227:2,3-dihydroquinolin-4(1H)-one; D015363:Quinolones; D012492:Salts; D019791:Guanidine