Novel synthesis of 1-thioglycopyranoses via thioiminium salts

  • Fujihira T
  • Chida M
  • Kamijo H
 et al. 
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Abstract

Methanolysis of a glycosylthioiminium salt, which was prepared from the reaction of acetohalogenosugar with thioacetamide, afforded the correspond-ing per-O-acetylated 1,2-trans-1-thioglycose in good yield after fractional crystallization. This synthetic method is very convenient in operation and proceeds without loss of acetyl groups, as the reaction is carried out under mild and neutral conditions.

Author-supplied keywords

  • 1-Thioglycopyranose
  • Iminium salt
  • Synthesis
  • Thioamide

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Authors

  • Takayoshi Fujihira

  • Mitsutaka Chida

  • Haruo Kamijo

  • Toshio Takido

  • Manabu Seno

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