title: Synthesis of glycosyl fluorides from (phenylthio)glycosides using IF5-pyridine-HF.
abstract: IF5-pyridine-HF, an air- and moisture-stable fluorinating reagent, was applied to the synthesis of glycosyl fluorides from (phenylthio)glycosides. Common protecting groups of alcohol and diol can tolerate the reaction conditions performed, and therefore, the present method is applicable to the synthesis of various glycosyl fluorides.
authors.affiliation: Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
authors.forename: Masataka
authors.initials: M
authors.lastname: Kunigami
authors.affiliation: Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan. Electronic address: shara@eng.hokudai.ac.jp.
authors.forename: Shoji
authors.initials: S
authors.lastname: Hara
mesh_terms: D005459:Fluorides / Q000138:chemical synthesis*; D054879:Halogenation; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013865:Thioglycosides / Q000138:chemical synthesis*
chemical_list: D011725:Pyridines; D013438:Sulfhydryl Compounds; D013865:Thioglycosides; D005459:Fluorides
keywords: (Phenylthio)glycosides; Air- and moisture-stable; Glycosyl fluorides; IF(5)–pyridine–HF