title: Electron transfer reduction of carboxylic acids using SmI2-H2O-Et3N.
abstract: The first general method for efficient electron transfer reduction of carboxylic acids has been developed. The protocol using SmI(2)-H(2)O-Et(3)N allows for reduction of a variety of carboxylic acids in excellent yields and provides an attractive alternative to processes mediated by reactive alkali metals, lithium aluminum hydride, and boron hydrides. Of broader significance, the method allows acyl radical equivalents to be generated from carboxylic acids under mild reaction conditions.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: Michal
authors.initials: M
authors.lastname: Szostak
authors.forename: Malcolm
authors.initials: M
authors.lastname: Spain
authors.forename: David J
authors.initials: DJ
authors.lastname: Procter
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D004583:Electrons; D005021:Ethylamines / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012493:Samarium / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D002264:Carboxylic Acids; D005021:Ethylamines; D007454:Iodides; D014867:Water; D012493:Samarium; C409809:samarium diiodide; C016162:triethylamine