title: First asymmetric total syntheses and determination of absolute configurations of (+)-eudesmadiene-12,6-olide and (+)-frullanolide.
abstract: The first asymmetric total syntheses of sesquiterpene lactones (+)-eudesmadiene-12,6-olide (1) and (+)-frullanolide (2) have been accomplished from 4-bromo-2-methoxyphenol (5) in 12 and 13 synthetic steps, respectively, and the absolute configurations of these two natural products were determined.
authors.affiliation: Department of Chemistry, National TsingHua University, Hsinchu 30013, Taiwan,
authors.forename: Yu-Yu
authors.initials: YY
authors.lastname: Chou
authors.forename: Chun-Chen
authors.initials: CC
authors.lastname: Liao
mesh_terms: D037961:Frullania / Q000737:chemistry; D006139:Guaiacol / Q000031:analogs & derivatives / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D045787:Sesquiterpenes, Eudesmane / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C583342:4-bromo-2-methoxyphenol; D007783:Lactones; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane; C583341:eudesmadiene-12,6-olide; C007787:frullanolide; D006139:Guaiacol