title: Total synthesis of (±)-7-epi-nemorosone.
abstract: A concise total synthesis of (±)-7-epi-nemorosone is reported. Our synthetic approach establishes a viable route to polycyclic polyprenylated acylphloroglucinol natural products (PPAP's) bearing a C-7 endo prenyl side chain. Key steps include retro-aldol-vinyl cerium addition to a hydroxy adamantane core scaffold and palladium-mediated deoxygenation.
authors.affiliation: Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhang
authors.forename: John A
authors.initials: JA
authors.lastname: Porco
mesh_terms: D001577:Benzophenones / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001577:Benzophenones; D001688:Biological Products; C437463:nemorosone