title: Total synthesis of (-)-herbindoles A, B, and C via transition-metal-catalyzed intramolecular [2 + 2 + 2] cyclization between ynamide and diynes.
abstract: The total syntheses of (-)-herbindoles A, B, and C as naturally occurring forms were accomplished for the first time through transition-metal-catalyzed intramolecular [2 + 2 + 2] cyclization between ynamide and diynes. This strategy provided a highly efficient synthetic route to all three herbindoles from an identical indoline derivative as a common intermediate.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. nozomi-s@pharm.hokudai.ac.jp
authors.forename: Nozomi
authors.initials: N
authors.lastname: Saito
authors.forename: Taisuke
authors.initials: T
authors.lastname: Ichimaru
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Sato
mesh_terms: D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D053280:Diynes / Q000737:chemistry*; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D053280:Diynes; D026121:Indole Alkaloids; D007211:Indoles; C534974:herbindole A; C506842:herbindole B