Carbohydrates: From ‘Chirons’ to New Glycosubstances

Abstract

Synthesis of C-glycosides, C-linked saccharides and new glycosubstances has been the subject of considerable interest in carbohydrate, enzymatic and metabolic chemistry, since some of such compounds exhibit exciting biological properties. As a consequence, the design and implementation of stereo selective strategies for preparing bio-active carbohydrates became a prominent issue. This article is mainly aimed at the presentation of the research findings of our group on the synthesis of C-alkyl and C-aryl glycosides, higher sugars; ‘de novo’ construction of disaccharides from furanyl and propargyl sugars; [3+3] annulation routes to carbocycles and pseudo saccharides; 1,3-dipolar cycloaddition to isoxazolidine sugars and saccharides; radical routes to spiro acetal saccharides and ulosonic acid derivatives. Keywords: Carbohydrates, 1,3-dipolar cycloaddition, spiro acetal saccharides, C-aryl glycosides