Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry

J Org Chem. 2011 Nov 18;76(22):9193-209. doi: 10.1021/jo2017026. Epub 2011 Oct 4.

Abstract

This Perspective outlines work in the Crich group on the diastereoselective synthesis of the so-called difficult classes of glycosidic bond: the 2-deoxy-β-glycopyranosides, the β-mannopyranosides, the α-sialosides, the α-glucopyranosides, and the β-arabinofuranosides with an emphasis on the critical interplay between mechanism and methodology development.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Arabinose / analogs & derivatives*
  • Arabinose / chemistry
  • Chemistry, Organic
  • Chemistry, Physical
  • Deoxy Sugars / chemistry*
  • Glucosides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Stereoisomerism

Substances

  • Deoxy Sugars
  • Glucosides
  • arabinofuranose
  • Arabinose