title: Stereoselective furan-iminium cation cyclization in the construction of the core structure of manzamine A.
abstract: [reaction: see text] A new type of furan-iminium cation cyclization was developed and used to construct the ABC ring of manzamine A. The cyclization proceeded at the 2-position with complete regio- and stereoselectivity to give a spiro-center. The product was efficiently converted to the highly substituted core structure of manzamine A.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Japan.
authors.forename: Kazuyuki
authors.initials: K
authors.lastname: Tokumaru
authors.forename: Shigeru
authors.initials: S
authors.lastname: Arai
authors.forename: Atsushi
authors.initials: A
authors.lastname: Nishida
mesh_terms: D002227:Carbazoles; D002412:Cations; D003500:Cyclization; D005663:Furans / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism; D014961:X-Ray Diffraction
chemical_list: D002227:Carbazoles; D002412:Cations; D005663:Furans; D007097:Imines; D007211:Indoles; D011758:Pyrroles; C078290:manzamine A