title: A cascade cyclization route to adjacent bistetrahydrofurans from chiral triepoxyfarnesyl bromides.
abstract: A number of isomeric bistetrahydrofuran analogues were prepared from triepoxy farnesyl bromides by a zinc-initiated reduction-elimination and in situ Lewis acid-promoted cascade cyclization.
authors.affiliation: Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904, USA. jam5x@virginia.edu
authors.forename: James A
authors.initials: JA
authors.lastname: Marshall
authors.forename: Ronald K
authors.initials: RK
authors.lastname: Hann
mesh_terms: D002384:Catalysis; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis*; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D008956:Models, Chemical; D010084:Oxidation-Reduction; D054876:Prenylation; D013057:Spectrum Analysis; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry
chemical_list: D004852:Epoxy Compounds; D005663:Furans; D006842:Hydrocarbons, Brominated; C018674:tetrahydrofuran; D015032:Zinc