Characterization and interconversions of 2-S-ethyl-2-thio-D-mannose diethyl dithioacetal and the facile epimerization of 2-thio-D-mannopyranose derivatives

Article abstract of DOI:10.1016/0008-6215(95)00399-1

3,4,5,6-Tetra-O-benzoyl-D-glucose diethyl dithioacetal (2) reacts with ethanethiol under acidic conditions to afford 3,4,5,6-tetra-O-benzoyl-2-S-ethyl-2-thio-D-mannose (3), the stereochemistry at C-2 of which has been assigned by chemical conversions on i