title: Total synthesis of (+/-)-cameroonanol.
abstract: [reaction: see text]The structure and relative stereochemistry of the novel silphiperfolane-type sesquiterpene cameroonan-7alpha-ol (1) were confirmed by a total synthesis of (+/-)-1 from 3,3,5-trimethylbicyclo[3.3.0]oct-1(8)-en-2-one (6) by means of a Sakurai reaction with (Z)-crotylsilane, free radical hydrobromination, base-induced cyclization, and LiAlH4 reduction.
authors.affiliation: Department of Chemistry, University of Illinois, Urbana 61801, USA.
authors.forename: C E
authors.initials: CE
authors.lastname: Davis
authors.forename: B C
authors.initials: BC
authors.lastname: Duffy
authors.forename: R M
authors.initials: RM
authors.lastname: Coates
mesh_terms: D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010946:Plants, Medicinal / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D012717:Sesquiterpenes; C414391:cameroonan-7-ol