Direct synthesis of 1,6-anhydro sugars from unprotected glycopyranoses by using 2-chloro-1,3-dimethylimidazolinium chloride

Tomonari Tanaka, Wei Chun Huang, Masato Noguchi, Atsushi Kobayashi, Shin ichiro Shoda

Research output: Contribution to journalArticlepeer-review

64 Citations (Scopus)

Abstract

Various 1,6-anhydro sugars have been synthesized directly from the corresponding unprotected glycopyranoses in excellent yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a dehydrative condensing agent. The reactions took place smoothly under mild reaction conditions in aqueous media. The present method would be a practical tool for synthesis of 1,6-anhydro derivatives of monosaccharides, linear-oligosaccharides, and branched-oligosaccharides.

Original languageEnglish
Pages (from-to)2154-2157
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number18
DOIs
Publication statusPublished - 2009 May 6

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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