title: A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source.
abstract: Treating partially protected sugar hemiacetals with triphosgene in THF results in the formation of glycosyl chlorides. The method is compatible with acid-sensitive isopropylidene protecting groups in the hemiacetal substrates.
authors.affiliation: Department of Chemistry, Youngstown State University, OH 44555-3663, USA.
authors.forename: R M
authors.initials: RM
authors.lastname: Cicchillo
authors.forename: P
authors.initials: P
authors.lastname: Norris
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D002712:Chlorides / Q000138:chemical synthesis* / Q000737:chemistry; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010705:Phosgene / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D002241:Carbohydrates; D002712:Chlorides; D005960:Glucosides; D010705:Phosgene; C111044:bis(trichloromethyl) carbonate