title: First studies directed towards the diastereoselective synthesis of the BCD tricyclic core of brownin F.
abstract: The BCD tricyclic core of brownin F was prepared in eight synthetic operations for the first time. Our synthesis features a diastereo-, chemo- and regioselective intramolecular [3 + 2] cycloaddition between a cyclic carbonyl ylide and a γ-alkylidenebutenolide.
authors.affiliation: Aix Marseille Université, CNRS, iSm2 UMR 7313, 13397 Marseille cedex 20, France.
authors.forename: Fabien
authors.initials: F
authors.lastname: Rodier
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Parrain
authors.forename: Gaëlle
authors.initials: G
authors.lastname: Chouraqui
authors.forename: Laurent
authors.initials: L
authors.lastname: Commeiras
mesh_terms: D003500:Cyclization; D008958:Models, Molecular; D010936:Plant Extracts / Q000138:chemical synthesis* / Q000737:chemistry; D027821:Rutaceae / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010936:Plant Extracts; D014315:Triterpenes