title: Synthesis of Farnesol Analogues Containing Triazoles in Place of Isoprenes through 'Click Chemistry'
abstract: A solid-phase three-component Huisgen reaction has been used to generate polar farnesol and farnesyl diphosphate analogues. The Cu(I)-catalyzed 1,3-cycloadditions of various azides with solid supported (E)-3-methylhept-2-en-6-yn-1-ol provided only the 1,4-disubstituted 1,2,3-triazole regioisomers. The organic azides were generated in situ to minimize handling of potentially explosive azides. We have employed this powerful 'click chemistry' to make farnesol analogues where both β- and γ-isoprenes were replaced by triazole and substituted aromatic rings, respectively.
authors.affiliation: Department of Cellular and Molecular Biochemistry, University of Kentucky, Lexington, KY, 40536, USA.
authors.forename: Thangaiah
authors.initials: T
authors.lastname: Subramanian
authors.forename: Sean
authors.initials: S
authors.lastname: Parkin
authors.forename: H Peter
authors.initials: HP
authors.lastname: Spielmann