Electrochemical generation of glycosyl triflate pools

Toshiki Nokami, Akito Shibuya, Hiroaki Tsuyama, Seiji Suga, Albert A. Bowers, David Crich, Jun Ichi Yoshida

Research output: Contribution to journalArticlepeer-review

105 Citations (Scopus)


Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were generated and accumulated by the low-temperature electrochemical oxidation of thioglycosides such as thioglucosides, thiogalactosides, and thiomannosides in the presence of tetrabutylammonium triflate (Bu4-NOTf) as a supporting electrolyte. Thus-obtained solutions of glycosyl triflates (glycosyl triflate pools) were characterized by low-temperature NMR measurements. The thermal stability of glycosyl triflates and their reactions with glycosyl acceptors were also examined.

Original languageEnglish
Pages (from-to)10922-10928
Number of pages7
JournalJournal of the American Chemical Society
Issue number35
Publication statusPublished - Sept 5 2007
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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