Glycosyl Bunte Salts: A Class of Intermediates for Sugar Chemistry

Yasuhiro Meguro, Masato Noguchi, Gefei Li, Shin Ichiro Shoda

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

S-Glycosyl thiosulfates have been discovered as a new class of synthetic intermediates in sugar chemistry, named "glycosyl Bunte salts" after 19th-century German chemist, Hans Bunte. The synthesis was achieved by direct condensation of unprotected sugars and sodium thiosulfate using a formamidine-type dehydrating agent in water-acetonitrile mixed solvent. The application of glycosyl Bunte salts is demonstrated with transformation reactions into other glycosyl compounds such as a 1-thio sugar, a glycosyl disulfide, a 1,6-anhydro sugar, and an O-glycoside.

Original languageEnglish
Pages (from-to)76-79
Number of pages4
JournalOrganic letters
Volume20
Issue number1
DOIs
Publication statusPublished - 2018 Jan 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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