title: Total synthesis of polygalolide A.
abstract: The total synthesis of polygalolide A was accomplished through intramolecular C-glycosylation of glucal modified with siloxyfuran. The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers.
authors.affiliation: Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan. madachi@agr.nagoya-u.ac.jp
authors.forename: Masaatsu
authors.initials: M
authors.lastname: Adachi
authors.forename: Hitomi
authors.initials: H
authors.lastname: Yamada
authors.forename: Minoru
authors.initials: M
authors.lastname: Isobe
authors.forename: Toshio
authors.initials: T
authors.lastname: Nishikawa
mesh_terms: D006031:Glycosylation; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D010636:Phenols; C476753:polygalolide A