title: Total Synthesis of Gymnocin-A.
abstract: A convergent total synthesis of cytotoxic marine natural polycyclic ether, gymnocin-A (1), is described. The synthesis features three iterations of an oxiranyl anion strategy, involving base-mediated cycloetherification, ring expansion, and reductive etherification, for the construction of the FGH fragment and for its coupling with the ABC and KLMN fragments.
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Takeo
authors.initials: T
authors.lastname: Sakai
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Shingo
authors.initials: S
authors.lastname: Matsushita
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Shogo
authors.initials: S
authors.lastname: Arakawa
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Koichi
authors.initials: K
authors.lastname: Mori
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Miki
authors.initials: M
authors.lastname: Tanimoto
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Tokumasu
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Tatsuji
authors.initials: T
authors.lastname: Yoshida
authors.affiliation: Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Mori
mesh_terms: D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D004988:Ethers, Cyclic; C458159:gymnocin A