1,2-trans-glycosyl azides of sugar 2-sulfonic acids

László Lázár, István Bajza, Zsolt Jakab, A. Lipták

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Treatment of the 2-O-mesylated 1-SAc-, 1-S[2-(trimethylsilyl)ethyl]- α-D-manno-, and 1-SAll-β-D-gluco-pyranosides with NaN3 resulted exclusively in 2-SAc-, 2-S[2-(trimethylsilyl)ethyl]-β-D-gluco-, and 2-SAll-α-manno-pyranosyl azides. The 2-S substituents were removed either with acetic acid (SAc), or Hg(TFA)2 (SCH2CH 2SiMe3, SCH=CHCH3) and the 2-SH groups were oxidized into sugar 2-sulfonic acids giving 1,2-Trans-glycosyl azides.

Original languageEnglish
Pages (from-to)2242-2244
Number of pages3
JournalSynlett
Issue number14
DOIs
Publication statusPublished - Sep 2 2005

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Sulfonic Acids
Azides
Sugars
Sodium Azide
Acetic Acid

Keywords

  • 1,2-thio-migration
  • 2-S substituents
  • Glycosyl azides
  • Sugar 2-sulfonic acids

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

1,2-trans-glycosyl azides of sugar 2-sulfonic acids. / Lázár, László; Bajza, István; Jakab, Zsolt; Lipták, A.

In: Synlett, No. 14, 02.09.2005, p. 2242-2244.

Research output: Contribution to journalArticle

Lázár, László ; Bajza, István ; Jakab, Zsolt ; Lipták, A. / 1,2-trans-glycosyl azides of sugar 2-sulfonic acids. In: Synlett. 2005 ; No. 14. pp. 2242-2244.
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