title: Total synthesis of gibbilimbols A-D.
abstract: Gibbilimbols A-D (1-4) were synthesized in 32-49% yield over four steps from commercially available starting materials. A copper-catalyzed coupling of 4-methoxyphenylmagnesium bromide with various unsaturated alkyl bromides was the key step in assembling the (long-chain alkyl)phenol skeleton.
authors.affiliation: Department of Chemistry, Western Washington University, Bellingham, Washington 98225-9150, USA. vyvyan@chem.wwu.edu
authors.forename: James R
authors.initials: JR
authors.lastname: Vyvyan
authors.forename: Christian L
authors.initials: CL
authors.lastname: Holst
authors.forename: Allison J
authors.initials: AJ
authors.lastname: Johnson
authors.forename: Cheryl M
authors.initials: CM
authors.lastname: Schwenk
mesh_terms: D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D003300:Copper / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D026321:Piperaceae / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*
chemical_list: D010636:Phenols; C437729:gibbilimbol A; C437730:gibbilimbol B; C437731:gibbilimbol C; C437732:gibbilimbol D; D003300:Copper