title: Enantioselective aza-Morita-Baylis-Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles.
abstract: The first enantioselective aza-Morita–Baylis–Hillman reaction of acrylates with ketimines derived from isatins has been developed. With 2 mol% of chiral bifunctional phosphine-squaramide 4e, optically active 3-substituted-3-amino-2-oxindoles were obtained in excellent yields with up to 91% ee.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China. xinyanwu@ecust.edu.cn.
authors.forename: Xuan
authors.initials: X
authors.lastname: Zhao
authors.forename: Tian-Ze
authors.initials: TZ
authors.lastname: Li
authors.forename: Jing-Ying
authors.initials: JY
authors.lastname: Qian
authors.forename: Feng
authors.initials: F
authors.lastname: Sha
authors.forename: Xin-Yan
authors.initials: XY
authors.lastname: Wu
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D000078183:Oxindoles; D013237:Stereoisomerism
chemical_list: C551521:3-amino-2-oxindole; D000179:Acrylates; D007097:Imines; D007211:Indoles; D009570:Nitriles; D000078183:Oxindoles; C542835:ketimine