title: One-pot synthesis of aminoenone via direct reaction of the chloroalkyl enone with NaN3: rapid access to polycyclic alkaloids.
abstract: A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
authors.forename: Yu-Ming
authors.initials: YM
authors.lastname: Zhao
authors.forename: Peiming
authors.initials: P
authors.lastname: Gu
authors.forename: Yong-Qiang
authors.initials: YQ
authors.lastname: Tu
authors.forename: Hai-Jun
authors.initials: HJ
authors.lastname: Zhang
authors.forename: Qing-Wei
authors.initials: QW
authors.lastname: Zhang
authors.forename: Chun-An
authors.initials: CA
authors.lastname: Fan
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009584:Nitrogen / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000470:Alkaloids; D000588:Amines; C003320:sodium nitride; D009584:Nitrogen