title: N-heterocyclic carbene-catalyzed stereoselective cascade reaction: synthesis of functionalized tetrahydroquinolines.
abstract: The first N-heterocyclic carbene-catalyzed stereoselective aza-Michael-Michael-lactonization cascade reaction of 2'-aminophenylenones and 2-bromoenals for the construction of chiral functionalized tetrahydroquinolines with three consecutive stereogenic centers has been achieved in high yields (up to 98%) with excellent diastereo- (>25:1) and enantioselectivities (up to 98.7% ee).
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, P. R. China.
authors.forename: Hai-Rui
authors.initials: HR
authors.lastname: Zhang
authors.forename: Zhen-Wen
authors.initials: ZW
authors.lastname: Dong
authors.forename: Yu-Jie
authors.initials: YJ
authors.lastname: Yang
authors.forename: Ping-Luan
authors.initials: PL
authors.lastname: Wang
authors.forename: Xin-Ping
authors.initials: XP
authors.lastname: Hui
mesh_terms: D000588:Amines; D002384:Catalysis; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000588:Amines; D011804:Quinolines; C030011:carbene; C542964:1,2,3,4-tetrahydroquinoline; D008697:Methane