title: Asymmetric catalytic aza-Morita-Baylis-Hillman reaction for the synthesis of 3-substituted-3-aminooxindoles with chiral quaternary carbon centers.
abstract: The asymmetric catalytic aza-Morita-Baylis-Hillman (aza-MBH) reaction of isatin-derived ketimines with MVK has been established by using chiral amino and phosphino catalysts. The reaction resulted in biomedically important 3-substituted 3-amino-2-oxindoles in good yields (>80% for most cases) and with excellent enantioselectivity (90-99% ee). Twenty-eight cases assembled with chiral quaternary stereogenic centers have been examined under convenient systems.
authors: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, PR China.
authors: Fang-Le
authors: FL
authors: Hu
authors: Yin
authors: Y
authors: Wei
authors: Min
authors: M
authors: Shi
authors: Suresh
authors: S
authors: Pindi
authors: Guigen
authors: G
authors: Li
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001372:Aza Compounds; D007097:Imines; D007211:Indoles; D009570:Nitriles; C542835:ketimine; D007510:Isatin