Selective oxidative debenzylation of mono- and oligosaccharides in the presence of azides

Chem Commun (Camb). 2011 Oct 7;47(37):10485-7. doi: 10.1039/c1cc13884g. Epub 2011 Aug 18.

Abstract

When using benzyl ethers as permanent protecting groups in oligosaccharide synthesis selective oxidative debenzylation with NaBrO(3) + Na(2)S(2)O(4) under biphasic conditions is efficient and compatible with anomeric azides and many other functions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry*
  • Benzene / chemistry*
  • Lewis Acids / chemistry
  • Monosaccharides / chemistry*
  • Oligosaccharides / chemistry*
  • Oxidation-Reduction
  • Substrate Specificity

Substances

  • Azides
  • Lewis Acids
  • Monosaccharides
  • Oligosaccharides
  • Benzene