Trimethylsilyl triflate - catalysed acetal formation between silylated hexopyranosides and methyl pyruvate

A. Lipták, Lajos Szabö

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Trimethylsilyl ethers of 2, 3-di-O-substituted glycopyranosides or their thioglycopyranoside analogues were reacted with methyl pyruvate in the presence of trimethylsilyl triflate to give pyruvylated hexo-pyranosides in yields of 60–75 %, and the ratio of the dia-stereoisomers was found to be ca. 1:1. The reaction can also be applied for cellobioside derivatives, providing suitable building blocks for the preparation of pyruvate-containing oligosaccharides.

Original languageEnglish
Pages (from-to)629-644
Number of pages16
JournalJournal of Carbohydrate Chemistry
Volume8
Issue number4
DOIs
Publication statusPublished - 1989

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Acetals
Stereoisomerism
Ethers
Pyruvic Acid
Oligosaccharides
Derivatives
methyl pyruvate

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Cite this

Trimethylsilyl triflate - catalysed acetal formation between silylated hexopyranosides and methyl pyruvate. / Lipták, A.; Szabö, Lajos.

In: Journal of Carbohydrate Chemistry, Vol. 8, No. 4, 1989, p. 629-644.

Research output: Contribution to journalArticle

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