Stereospecific synthesis of β-D-allopyranosides by dihydroxylation of β-D-erythro-2,3-dideoxyhex-2-enopyranosides

Paul V. Murphy, Julie L. O'Brien, Amos B. Smith

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of 4,6-O-benzylidene-β-D-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give β-D-allopyranosides in moderate to excellent yield.

Original languageEnglish
Pages (from-to)327-335
Number of pages9
JournalCarbohydrate Research
Volume334
Issue number4
DOIs
Publication statusPublished - 7 Sep 2001
Externally publishedYes

Keywords

  • β-D-Allopyranoside
  • β-D-erythro-2, 3-Dideoxyhex-2-enopyranosides
  • Dihydroxylation
  • Inversion of configuration
  • Stereospecific synthesis

Fingerprint

Dive into the research topics of 'Stereospecific synthesis of β-D-allopyranosides by dihydroxylation of β-D-erythro-2,3-dideoxyhex-2-enopyranosides'. Together they form a unique fingerprint.

Cite this