title: Total synthesis and absolute configuration of (-)-gummiferol.
abstract: Stereoselective synthesis of two possible diastereomers of (-)-gummiferol was accomplished by the stepwise epoxidation and Cadiot-Chodkiewicz reaction as the key transformations. Detailed comparison of their (1)H and (13)C NMR data and specific rotation with those of the natural product led to the absolute structural elucidation of (-)-gummiferol.
authors.affiliation: Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan. takamura@cc.okayama-u.ac.jp
authors.forename: Hiroyoshi
authors.initials: H
authors.lastname: Takamura
authors.forename: Hiroko
authors.initials: H
authors.lastname: Wada
authors.forename: Nan
authors.initials: N
authors.lastname: Lu
authors.forename: Isao
authors.initials: I
authors.lastname: Kadota
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D001688:Biological Products; D005233:Fatty Alcohols; C097940:gummiferol