title: Model studies toward the synthesis of the bioactive diterpenoid, harringtonolide.
abstract: In model studies towards the synthesis of harringtonolide, the construction of the tropone moiety via arene cyclopropanation was investigated. The installation of the lactone ring was accomplished by way of a Diels-Alder cycloaddition of various indenones and a-pyones. The incorporation of the key bridge methyl group and subsequent control of its stereochemistry is also outlined.
authors.affiliation: Department of Chemistry, University College Cork, Cork, Ireland. tim.osullivan@ucc.ie
authors.forename: Timothy P
authors.initials: TP
authors.lastname: O'Sullivan
authors.forename: Hongbin
authors.initials: H
authors.lastname: Zhang
authors.forename: Lewis N
authors.initials: LN
authors.lastname: Mander
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D006248:Harringtonines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D006248:Harringtonines; C020752:hainanolide