β-Selective one-pot fluorophosphorylation of d,d -heptosylglycals mediated by selectfluor

Stéphane Vincent, Abdellatif Tikad

Research output: Contribution to journalArticle

Abstract

This study describes the development of a novel procedure of glycal fluorophosphorylation applied to the synthesis of a fluorinated analogue of an important bacterial metabolite. This procedure was applied to several heptose-derived glycals, and the stereochemical outcome of the reaction was analyzed. Under optimized conditions, the reaction is β-gluco selective, but a significant amount of the α-gluco diastereomer is also generated.

Original languageEnglish
Pages (from-to)392-397
Number of pages6
JournalIsrael journal of chemistry
Volume55
Issue number3-4
DOIs
Publication statusPublished - 1 Apr 2015

Keywords

  • antibiotics
  • fluorosugars
  • LPS
  • phosphorylation
  • Selectfluor

Fingerprint Dive into the research topics of 'β-Selective one-pot fluorophosphorylation of d,d -heptosylglycals mediated by selectfluor'. Together they form a unique fingerprint.

  • Equipment

  • Cite this