Oxacarbenium ion intermediates in the stereoselective synthesis of anionic oligosaccharides

Abstract

In this thesis new strategies towards biologically active oligosaccharides are described. In addition a detailed mechanistic study is performed to investigate the stereodirecting capacity of glycosyl C-5 substituents in systems that were devoid of any other stereodirecting factors. The postulated mechanism described here can aid in the design of glycosylation strategies.

AlginateCarbohydratesHyaluronanOligosaccharidesOxacarbenium ionThioglycosides