title: Application of the Rodriguez-Pattenden photo-ring contraction: total synthesis and configurational reassignment of 11-gorgiacerol and 11-epigorgiacerol.
abstract: A stereospecific photochemical ring contraction was used as the key step in the first total synthesis of the marine pseudopteranyl diterpene 11-gorgiacerol and its 11-epimer. The synthesis allowed the correction of the configurations that had been misassigned in the literature. In addition, some novel pseudopteranyl derivatives have been made.
authors.affiliation: University of Vienna, Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Harald
authors.initials: H
authors.lastname: Weinstabl
authors.forename: Tanja
authors.initials: T
authors.lastname: Gaich
authors.forename: Johann
authors.initials: J
authors.lastname: Mulzer
mesh_terms: D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D015394:Molecular Structure; D055668:Photochemical Processes; D013237:Stereoisomerism
chemical_list: C574676:11-gorgiacerol; D004224:Diterpenes