title: Asymmetric allylic alkylation of isatin-derived Morita-Baylis-Hillman carbonates with nitroalkanes.
abstract: A stereoselective allylic alkylation of isatin-derived Morita-Baylis-Hillman (MBH) carbonates with nitroalkanes has been developed. In the presence of 10 mol % β-isocupreidine (β-ICD), 3,3'-disubstituted oxindoles were prepared with moderate diastereoselectivities and excellent enantioselectivities.
authors: Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543.
authors: Guo-Ying
authors: GY
authors: Chen
authors: Fangrui
authors: F
authors: Zhong
authors: Yixin
authors: Y
authors: Lu
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D000478:Alkylation; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D006912:Hydroxyquinolines / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D000078183:Oxindoles; D011812:Quinuclidines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D002254:Carbonates; D006912:Hydroxyquinolines; D007211:Indoles; D009574:Nitro Compounds; D000078183:Oxindoles; D011812:Quinuclidines; C517075:beta-isocupreidine; C022960:2-oxindole; D007510:Isatin