Glycosylation chemistry promoted by iodine monobromide: Efficient synthesis of glycosyl bromides from thioglycosides, and O-glycosides from 'disarmed' thioglycosides and glycosyl bromides

K.P.R. Kartha, R.A. Field

Research output: Contribution to journalArticlepeer-review

Abstract

Iodine monobromide has been found to be an efficient reagent for the conversion of both 'armed' and 'disarmed' thioglycosides (-SMe, -SPr(i), - SPh) into glycosyl bromides. This reagent is compatible with most common protecting groups, and O-glycosidic linkages. The additional potency of I- Br, compared to iodine, as an iodonium ion source also permits the glycosylation of sugar alcohols by 'disarmed' glycosyl bromides and thioglycosides.
Original languageUndefined
Pages (from-to)8233-8236
Number of pages4
JournalTetrahedron Letters
Publication statusPublished - 1997

Keywords

  • Glycosylation
  • Oligosaccharides
  • Glycosyl acceptors

Research Beacons, Institutes and Platforms

  • Manchester Institute of Biotechnology

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