title: Synthesis of highly functionalised enantiopure bicyclo[3.2.1]- octane systems from carvone.
abstract: The commercially available monoterpene carvone has been efficiently converted into the tricyclo[3.2.1.0(2.7)]octane and bicyclo[3.2.1]octane systems characteristic of some biologically active compounds. The sequence used for this transformation involves as key features an intramolecular Diels-Alder reaction of a 5-vinyl-1,3-cyclohexadiene and a cyclopropane ring opening.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias Químicas, Dr. Moliner, 50, 46100-Burjasot, (Valencia), Spain. antonio.abad@uv.es
authors.forename: Antonio
authors.initials: A
authors.lastname: Abad
authors.forename: Consuelo
authors.initials: C
authors.lastname: Agulló
authors.forename: Ana C
authors.initials: AC
authors.lastname: Cuñat
authors.forename: Ignacio
authors.initials: I
authors.lastname: de Alfonso
authors.forename: Ismael
authors.initials: I
authors.lastname: Navarro
authors.forename: Noelia
authors.initials: N
authors.lastname: Vera
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D000081005:Cyclohexane Monoterpenes; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry*; D009795:Octanes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001643:Bridged Bicyclo Compounds; D000081005:Cyclohexane Monoterpenes; D039821:Monoterpenes; D009795:Octanes; C006923:carvone; C026728:octane