title: Stereoselective total synthesis of the proposed structure of 2-epibotcinolide.
abstract: [Structure: see text] The total synthesis of pseudo 2-epibotcinolide (1b) through several featured synthetic approaches has been attained. First, the chiral linear precursors of the nine-membered ring compound is stereoselectively constructed by the asymmetric aldol reaction for producing beta-hydroxy ester units. Second, the key cyclization reaction to form the nine-membered lactone moiety is efficiently achieved by the extremely facile and powerful mixed-anhydride method promoted by 2-methyl-6-nitrobenzoic anhydride (MNBA) with basic promoters.
authors.affiliation: Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. shiina@ch.kagu.tus.ac.jp
authors.forename: Isamu
authors.initials: I
authors.lastname: Shiina
authors.forename: Yu-Ji
authors.initials: YJ
authors.lastname: Takasuna
authors.forename: Ryo-Suke
authors.initials: RS
authors.lastname: Suzuki
authors.forename: Hiromi
authors.initials: H
authors.lastname: Oshiumi
authors.forename: Yuri
authors.initials: Y
authors.lastname: Komiyama
authors.forename: Seiichi
authors.initials: S
authors.lastname: Hitomi
authors.forename: Hiroki
authors.initials: H
authors.lastname: Fukui
mesh_terms: D020171:Botrytis / Q000378:metabolism; D003500:Cyclization; D003651:Decanoates / Q000138:chemical synthesis* / Q000378:metabolism; D007783:Lactones / Q000138:chemical synthesis* / Q000378:metabolism; D015394:Molecular Structure; D011753:Pyrones / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D003651:Decanoates; D007783:Lactones; D011753:Pyrones; C511119:botcinin E