title: The bromopentadienyl acrylate approach to himbacine.
abstract: [reaction: see text] The syntheses of 4,4a-didehydrohimbacine and 4,4a-didehydrohimandravine are presented. Key steps include an intramolecular Diels-Alder reaction of a bromopentadienyl acrylate and Suzuki-Miyaura and Stille coupling reactions.
authors.affiliation: School of Chemistry, University of Sydney, Sydney NSW 2006, Australia.
authors.forename: Leon S-M
authors.initials: LS
authors.lastname: Wong
authors.forename: Lisa A
authors.initials: LA
authors.lastname: Sharp
authors.forename: Natacha M C
authors.initials: NM
authors.lastname: Xavier
authors.forename: Peter
authors.initials: P
authors.lastname: Turner
authors.forename: Michael S
authors.initials: MS
authors.lastname: Sherburn
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis*; D000470:Alkaloids / Q000138:chemical synthesis*; D005663:Furans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes; D010276:Parasympatholytics / Q000737:chemistry*; D010880:Piperidines; D010946:Plants, Medicinal / Q000737:chemistry
chemical_list: D000179:Acrylates; D000470:Alkaloids; D005663:Furans; D007202:Indicators and Reagents; D009281:Naphthalenes; D010276:Parasympatholytics; D010880:Piperidines; C458302:bromopentadienyl acrylate; C048172:himbacine