title: Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines.
abstract: Reaction of benzyl-2,2-diphenyl-4-pentenylamine with a catalytic 1:2 mixture of [PtCl2(H2C=CH2)]2 (2.5 mol %) and PPh3 in dioxane at 120 degrees C for 16 h led to isolation of 1-benzyl-2-methyl-4,4-diphenylpyrrolidine in 75% yield. A number of gamma- and delta-amino olefins underwent intramolecular hydroamination to form the corresponding pyrrolidine derivatives in moderate to good yield. The reaction displayed excellent functional group compatibility and low moisture sensitivity.
authors.affiliation: P M Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, USA.
authors.forename: Christopher F
authors.initials: CF
authors.lastname: Bender
authors.forename: Ross A
authors.initials: RA
authors.lastname: Widenhoefer
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D009944:Organoplatinum Compounds / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000588:Amines; D009944:Organoplatinum Compounds