title: Correction of the structure of a new sesquiterpene from Cistus creticus ssp. creticus.
abstract: In an attempt to identify the structure of a sesquiterpene from Cistus creticus ssp. creticus proposed in the literature as 1,1,4a,6-tetramethyl-5-methylene-1,2,3,4,4alpha,5,8,8alpha-octahydronaphthalene, the synthesis of its cis isomer 2 was carried out in 11 steps and 9.5% yield. Comparison of the spectra of 2 and those reported earlier for the synthetic trans isomer 1 with the spectral profile of the isolated natural product indicated that the latter was not compatible with either 1 or 2. The correct structure was assigned, by detailed spectroscopic analysis of the natural product, as 6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (3).
authors.affiliation: Department of Chemistry, University of Crete, Heraklion 71409, Crete, Greece.
authors.forename: Konstantinos
authors.initials: K
authors.lastname: Hatzellis
authors.forename: Georgia
authors.initials: G
authors.lastname: Pagona
authors.forename: Apostolos
authors.initials: A
authors.lastname: Spyros
authors.forename: Costas
authors.initials: C
authors.lastname: Demetzos
authors.forename: Haralambos E
authors.initials: HE
authors.lastname: Katerinopoulos
mesh_terms: D002384:Catalysis; D029758:Cistus / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C496937:6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene; D007202:Indicators and Reagents; D009281:Naphthalenes; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C437376:drimane