title: Reconciling icetexane biosynthetic connections with their chemical synthesis: total synthesis of (+/-)-5,6-dihydro-6alpha-hydroxysalviasperanol, (+/-)-brussonol, and (+/-)-abrotanone.
abstract: A unified strategy for the chemical synthesis of the icetexane diterpenoids brussonol and 5,6-dihydro-6alpha-hydroxysalviasperanol has led to a structural revision of the recently isolated natural products abrotandiol and abrotanone.
authors.affiliation: Department of Chemistry, University of California, Berkeley, CA 94720, USA.
authors.forename: Eric M
authors.initials: EM
authors.lastname: Simmons
authors.forename: Jennifer R
authors.initials: JR
authors.lastname: Yen
authors.forename: Richmond
authors.initials: R
authors.lastname: Sarpong
mesh_terms: D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D018547:Plant Stems / Q000737:chemistry; D010944:Plants / Q000737:chemistry; D027544:Salvia / Q000737:chemistry
chemical_list: C522056:5,6-dihydro-6alpha-hydroxysalviasperanol; D004224:Diterpenes; D007202:Indicators and Reagents; C522057:abrotanone; C502780:brussonol