title: The first total synthesis of (+/-)-scopadulin, an antiviral aphidicolane diterpene.
abstract: [reaction: see text] The first total synthesis of (+/-)-scopadulin was accomplished by a stereoselective construction of a quaternary carbon at C-4, conversion of the hindered cyano group to a methyl group via our novel reaction for conversion of primary aliphatic amines into alcohols, and a highly chemo- and stereoselective methylation at C-16.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: S M
authors.initials: SM
authors.lastname: Rahman
authors.forename: H
authors.initials: H
authors.lastname: Ohno
authors.forename: T
authors.initials: T
authors.lastname: Murata
authors.forename: H
authors.initials: H
authors.lastname: Yoshino
authors.forename: N
authors.initials: N
authors.lastname: Satoh
authors.forename: K
authors.initials: K
authors.lastname: Murakami
authors.forename: D
authors.initials: D
authors.lastname: Patra
authors.forename: C
authors.initials: C
authors.lastname: Iwata
authors.forename: N
authors.initials: N
authors.lastname: Maezaki
authors.forename: T
authors.initials: T
authors.lastname: Tanaka
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis*; D004224:Diterpenes / Q000138:chemical synthesis*; D008745:Methylation; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D004224:Diterpenes; C064856:scopadulin