title: Copper-catalyzed reduction of alkyl triflates and iodides: an efficient method for the deoxygenation of primary and secondary alcohols.
abstract: We describe an effective method for catalytic reduction of 1° alkyl sulfonates, and 1° and 2° iodides in the presence of a wide range of functional groups. This Cu-catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1° alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates.
authors.affiliation: Department of Chemistry, University of Washington, Seattle, WA 98195 (USA).
authors.forename: Hester
authors.initials: H
authors.lastname: Dang
authors.forename: Nick
authors.initials: N
authors.lastname: Cox
authors.forename: Gojko
authors.initials: G
authors.lastname: Lalic
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000476:Alkanesulfonates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry; D012821:Silanes / Q000737:chemistry
chemical_list: D000438:Alcohols; D000476:Alkanesulfonates; D005609:Free Radicals; D007454:Iodides; D012821:Silanes; D003300:Copper; D010100:Oxygen
keywords: alcohols; copper; deoxygenation; reduction; silanes