title: 1,2-Dibromotetrachloroethane: an ozone-friendly reagent for the in situ Ramberg-Bäcklund rearrangement and its use in the formal synthesis of E-resveratrol.
abstract: Dibromotetrachloroethane (C(2)Br(2)Cl(4)) is demonstrated as a halogenating reagent for the one-pot conversion of sulfones to alkenes by way of the Ramberg-Bäcklund rearrangement. Dibromotetrachloroethane successfully replaces known ozone depleting agents CCl(4), CBr(2)F(2) and C(2)Br(2)F(4). A formal synthesis of E-resveratrol is demonstrated using C(2)Br(2)Cl(4).
authors.affiliation: Department of Chemistry, University of Guelph, Guelph, Ontario N1G 2W1, Canada.
authors.forename: Stefan C
authors.initials: SC
authors.lastname: Söderman
authors.forename: Adrian L
authors.initials: AL
authors.lastname: Schwan
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D015394:Molecular Structure; D010126:Ozone / Q000737:chemistry*; D000077185:Resveratrol; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000475:Alkenes; D006846:Hydrocarbons, Halogenated; D007202:Indicators and Reagents; D013267:Stilbenes; C581654:1,2-dibromotetrachloroethane; D010126:Ozone; D000077185:Resveratrol