In Situ Preactivation Strategies for the Expeditious Synthesis of Oligosaccharides: A Review

Abstract

Carbohydrates have gained increasing appreciation over the last few decades for their fundamental roles in all essential areas of life. As a result, there has been a surge of activity in synthetic glycosylation strategies to construct useful oligosaccharides. This review evaluates the advances in synthetic carbohydrate chemistry, specifically preactivation methodologies, stereoselective β-mannosylations, and an automated, electrochemical preactivation method. Also discussed are the use of preactivation as a tool to study reactive intermediates and applications of preactivation protocols in the one-pot synthesis of a hyaluronic acid decasaccharide and one-pot synthesis of a tristearoyl lipomannan containing a pseudotrisaccharide.

Keywords:

• Glycosylation
• Preactivation
• Thioglycosides