title: Unified syntheses of cavicularin and riccardin C: addressing the synthesis of an arene adopting a boat configuration.
abstract: Concise syntheses of the natural products cavicularin (ten steps) and riccardin C (seven steps) are reported. Key features of the new synthetic route are a convergent strategy to assemble acyclic precursors and a sequence of regioselective reduction and halogenation steps to facilitate Wittig macrocyclisation and transannular ring contraction reactions.
authors.affiliation: Chemistry, University of Southampton, Highfield, Southampton, Hampshire, SO17 1BJ, UK.
authors.forename: Sarah L
authors.initials: SL
authors.lastname: Kostiuk
authors.forename: Timothy
authors.initials: T
authors.lastname: Woodcock
authors.forename: Leo F
authors.initials: LF
authors.lastname: Dudin
authors.forename: Peter D
authors.initials: PD
authors.lastname: Howes
authors.forename: David C
authors.initials: DC
authors.lastname: Harrowven
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis*; D003500:Cyclization; D004988:Ethers, Cyclic / Q000138:chemical synthesis*; D035926:Hepatophyta / Q000737:chemistry; D029623:Primulaceae / Q000737:chemistry; D013237:Stereoisomerism; D000097566:Cyclophanes
chemical_list: D001688:Biological Products; D004988:Ethers, Cyclic; C513696:cavicularin; D000097566:Cyclophanes; C505660:riccardin C