title: Establishment of relative and absolute configurations of phaeosphaeride A: total synthesis of ent-phaeosphaeride A.
abstract: The relative and absolute configurations of phaeosphaeride A have been established via the first total synthesis of ent-phaeosphaeride A. The three contiguous stereogenic centers were installed by Sharpless asymmetric dihydroxylation and a stereoselective intramolecular vinyl anion aldol reaction. This synthesis has altered the originally proposed structure of natural phaeosphaeride A.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Meiji Pharmaceutical University , 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Kobayashi
authors.forename: Yukiko
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: Misato
authors.initials: M
authors.lastname: Nakamura
authors.forename: Osamu
authors.initials: O
authors.lastname: Tamura
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kogen
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; C520910:phaeosphaeride A