title: New synthetic route to granulatimide and its structural analogues.
abstract: The Stille coupling reaction of stannylindole 12 with 4-iodoimidazole 13 (or 24) in the presence of PdCl(2)(PPh(3))(2) gave the corresponding indole-imidazole coupling product 14 (or 25), thereby affording a new synthetic approach to the alkaloid granulatimide (7), isolated from the Brazilian ascidian Didemnum granulatum, as well as its structural analogues, 10-methylgranulatimide (23), 17-methylgranulatimide (30), 10,17-dimethylgranulatimide (31).
authors.affiliation: Showa Pharmaceutical University, Machida, Tokyo, Japan.
authors.forename: Takuji
authors.initials: T
authors.lastname: Yoshida
authors.forename: Masakazu
authors.initials: M
authors.lastname: Nishiyachi
authors.forename: Nobuyuki
authors.initials: N
authors.lastname: Nakashima
authors.forename: Masayuki
authors.initials: M
authors.lastname: Murase
authors.forename: Eiichi
authors.initials: E
authors.lastname: Kotani
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry; D007211:Indoles / Q000737:chemistry; D008968:Molecular Conformation
chemical_list: D000470:Alkaloids; D007093:Imidazoles; D007211:Indoles; C433587:granulatimide; C029899:imidazole; C030374:indole