Direct and stereoselective synthesis of alpha-linked 2-deoxyglycosides

Org Lett. 2008 Oct 2;10(19):4367-70. doi: 10.1021/ol801833n. Epub 2008 Sep 3.

Abstract

alpha-Linked 2-deoxyglycosides were conveniently obtained by employing a glycosyl donor having a participating ( S)-(phenylthiomethyl)benzyl moiety at C-6, whereas 2,6-dideoxy-alpha-glycosides could be prepared by BF 3.Et 2O-promoted activation of allyl glycosyl donors.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Glycosides / chemical synthesis*
  • Glycosides / chemistry*
  • Glycosylation
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Glycosides