title: Total syntheses of graphisin A and sydowinin B.
abstract: Efficient syntheses of the highly substituted benzophenone graphisin A and the xanthone sydowinin B are described. Key steps involve aryl anion addition to substituted benzaldehyde derivatives, subsequent methyl ester installation, and dehydrative cyclization. Oxidation of graphisin A led to a spirodienone derived from a highly substituted benzoquinone intermediate.
authors.affiliation: Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, Boston, Massachusetts 02215, USA.
authors.forename: Andrew
authors.initials: A
authors.lastname: Little
authors.forename: John A
authors.initials: JA
authors.lastname: Porco
mesh_terms: D001577:Benzophenones / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001577:Benzophenones; D044004:Xanthones; C574679:graphisin A; C574680:sydowinin B