Glycosyl 2-pyridinecarboxylate as an effective glycosyl donor: Glycosidation of mannose, 2-azidosugar, and 2-deoxysugar into disaccharides

Hironori Furukawa, Kazunori Koide, Ken Ichi Takao, Susumu Kobayashi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Glycosylation reactions using a glycosyl 2-pyridinecarboxylate as a glycosyl donor were performed. Glycosyl 2-pyridinecarboxylate was designed based on a variation of the Remote Activation Concept and is activated through bidentate coordination to mild Lewis acids such as copper triflate and tin triflate. This method was effective for the glycosidation of not only glucose, but several other sugars such as the mannose-type, 2-azidosugar- type, and 2-deoxysugar-type. Various disaccharides were obtained in excellent yield by this reaction.

Original languageEnglish
Pages (from-to)1244-1247
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume46
Issue number8
DOIs
Publication statusPublished - 1998 Jan 1

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Keywords

  • Copper triflate
  • Disaccharide
  • Glycosyl 2-pyridinecarboxylate
  • Glycosyl donor
  • Glycosylation
  • Tin triflate

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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