title: Synthesis and reactivity of a new glycosyl donor: O-(1-phenyltetrazol-5-yl) glucoside.
abstract: A new glycosyl donor possessing an anomeric O-(1-phenyltetrazol-5-yl) group is prepared from 2,3,4,6-tetra-O-benzyl-D-glucose (2) and commercially available 5-chloro-1-phenyl-1H-tetrazole (1). The synthesis of glycosides derived from the donor and a few primary and secondary alcohols is reported.
authors.affiliation: Laboratorium für Organische Chemie, ETH-Zentrum, Zürich, Switzerland.
authors.forename: M
authors.initials: M
authors.lastname: Palme
authors.forename: A
authors.initials: A
authors.lastname: Vasella
mesh_terms: D000438:Alcohols / Q000737:chemistry; D005960:Glucosides / Q000138:chemical synthesis / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D013778:Tetrazolium Salts / Q000737:chemistry*
chemical_list: D000438:Alcohols; D005960:Glucosides; D013778:Tetrazolium Salts; C003110:phenyltetrazolium