Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview

Abstract

Uronic acids are carbohydrates present in relevant biologically active compounds. Most of the latter are glycosides or oligosaccharides linked by their anomeric carbon, so their synthesis requires glycoside-bond formation. The activation of this anomeric center remains difficult due to the presence of the electron-withdrawing C-5 carboxylic group. Herein we present an overview of glucuronidation, mannuronidation and galacturonidation reactions, including syntheses of prodrugs, oligosaccharides and stereochemical aspects.

Keywords

• glycosidation
• glucuronic acid
• galacturonic acid
• mannuronic acid
• stereoselectivity