title: CpIr complex-catalyzed N-heterocyclization of primary amines with diols: a new catalytic system for environmentally benign synthesis of cyclic amines.
abstract: [reaction: see text] A new efficient method for the N-heterocyclization of primary amines with diols catalyzed by a CpIr complex was developed. A variety of five-, six-, and seven-membered cyclic amines were synthesized in good to excellent yields with the formation of only water as a byproduct. A two-step asymmetric synthesis of (S)-2-phenylpiperidine was also achieved using (R)-1-phenylethylamine as a starting primary amine.
authors.affiliation: Graduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, Japan. fujitak@kagaku.mbox.media.kyoto-u.ac.jp
authors.forename: Ken-Ichi
authors.initials: K
authors.lastname: Fujita
authors.forename: Takeshi
authors.initials: T
authors.lastname: Fujii
authors.forename: Ryohei
authors.initials: R
authors.lastname: Yamaguchi
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000588:Amines; D007202:Indicators and Reagents