title: Organocatalytic asymmetric Michael addition of oxindoles to nitroolefins for the synthesis of 2,2-disubstituted oxindoles bearing adjacent quaternary and tertiary stereocenters.
abstract: A bifunctional thiourea-catalyzed Michael addition of activated indolin-3-ones to nitroolefins has been developed. The synthetically useful 2,2-disubstituted indolin-3-one derivatives with vicinal chiral quaternary-tertiary stereocenters were obtained in high yields with excellent stereoselectivities. The adduct can be readily transformed into a structurally interesting heterocyclic architecture by means of further synthetic elaboration.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Cheng-Yong
authors.initials: CY
authors.lastname: Jin
authors.forename: Yao
authors.initials: Y
authors.lastname: Wang
authors.forename: Yao-Zong
authors.initials: YZ
authors.lastname: Liu
authors.forename: Chao
authors.initials: C
authors.lastname: Shen
authors.forename: Peng-Fei
authors.initials: PF
authors.lastname: Xu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D000078183:Oxindoles; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D007211:Indoles; D009574:Nitro Compounds; D000078183:Oxindoles; C022960:2-oxindole