A direct and efficient α-selective glycosylation protocol for the kedarcidin sugar, L-Mycarose: AgPF6 as a remarkable activator of 2-deoxythioglycosides

Martin James Lear

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)

Abstract

The α-selective effect and potency of AgPF6 on readily prepared 2-deoxythioglycosides allows the direct attachment of a partially protected allo-sugar, such as L-mycarose, to an advanced and hindered aglycon unit of kedarcidin (see picture). This method also permits access to other 2-deoxyglycosides in an expedient and mild manager. PMBM = p-methoxybenzyloxymethyl, Alloc = allyloxycarbonyl, TES = triethlsilyl.

Original languageEnglish
Pages (from-to)946-949
Number of pages4
JournalAngewandte Chemie - International Edition
Volume40
Issue number5
DOIs
Publication statusPublished - 2001 Mar 2

Keywords

  • Deoxy sugars
  • Glycosylation
  • Kedarcidin
  • Silver hexafluorophosphate
  • Stereoselectivity

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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