Now showing items 1-4 of 4

    • Influence of acyl groups on glucopyranoside reactivity in Lewis acid promoted anomerisation 

      Farrell, Mark P.; Doyle, Lisa M.; Murphy, Paul V. (Elsevier, 2018-05-26)
      Lewis acid promoted anomerisation has potential in O- or S-glycoside synthesis. Herein, the anomerisation kinetics of thirty-one β-d-glucopyranosides was determined to determine how particular acyl protecting groups and ...
    • Lewis acid promoted anomerisation of alkyl O- and S-xylo-, arabino- and fucopyranosides 

      Doyle, Lisa M.; Meany, Fiach B.; Murphy, Paul V. (Elsevier, 2018-11-24)
      Pentopyranoside and 6-deoxyhexopyranosides, such as those from d-xylose, l-arabinose and l-fucose are components of natural products, oligosaccharides or polysaccharides. Lewis acid promoted anomerisation of some of their ...
    • Stereoselective epimerizations of glycosyl thiols 

      Doyle, Lisa M.; O'Sullivan, Shane; Di Salvo, Claudia; McKinney, Michelle; McArdle, Patrick; Murphy, Paul V. (American Chemical Society, 2017-10-17)
      Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while ...
    • Studies in anomerisation of glycosyl thiols and glycosides 

      Doyle, Lisa M. (NUI Galway, 2018-06-29)
      The stereoselective generation of 1,2-cis linkages continues to be a substantial challenge in carbohydrate chemistry today. Lewis acid-promoted anomerisation of 1,2-trans linkages offers a facile method to generate 1,2-cis ...