title: Asymmetric synthesis of trans-2,3-disubstituted indoline derivatives.
abstract: A novel method for asymmetric synthesis of trans-2,3-disubstituted indolines has been developed. The strategy involves the (-)-sparteine-mediated electrophilic substitution of 2-benzyl N-pivaloylaniline with aromatic or α,β-unsaturated aldehydes and subsequent intramolecular nucleophilic substitution. The simple protocol for two-step process can produce highly enantioenriched indolines 3a-o up to 98:2 er.
authors.affiliation: Department of Chemistry, Konkuk University, Seoul 143-701, Korea.
authors.forename: Kyoung Hee
authors.initials: KH
authors.lastname: Kang
authors.forename: Junghwan
authors.initials: J
authors.lastname: Do
authors.forename: Yong Sun
authors.initials: YS
authors.lastname: Park
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D013034:Sparteine / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D007211:Indoles; D013034:Sparteine; C057812:indoline