title: Efficient synthesis of eight-membered nitrogen heterocycles from o-propargylic oximes by rhodium-catalyzed cascade reactions.
abstract: Azocine derivatives were successfully synthesized from O-propargylic oximes by means of a Rh-catalyzed 2,3-rearrangement/heterocyclization cascade reaction. Moreover, the chirality of the substrate was maintained throughout the cascade process to afford the corresponding optically active azocines.
authors.affiliation: Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, 6-3 Aramaki Aza Aoba, Aoba-ku, Sendai, 980-8578 (Japan), Fax: (+81) 22-795-6602. itaru-n@m.tohoku.ac.jp.
authors.forename: Itaru
authors.initials: I
authors.lastname: Nakamura
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Sato
authors.forename: Keisuke
authors.initials: K
authors.lastname: Takeda
authors.forename: Masahiro
authors.initials: M
authors.lastname: Terada
mesh_terms: D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry*; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D006571:Heterocyclic Compounds; D010091:Oximes; D012238:Rhodium; D009584:Nitrogen
keywords: cascade reactions; chirality; nitrogen heterocycles; rearrangement; rhodium