Formylation of carbohydrates and the evolution of synthetic routes to artificial oligosaccharides and glycoconjugates

• Published in: Pure and applied chemistry Vol. 72; no. 9; pp. 1577 - 1588
• Main Author: Dondoni, Alessandro
• Format: Journal Article
• Language: English
• Published: Berlin De Gruyter 01.01.2000; Walter de Gruyter GmbH
• Subjects: Aldehydes; Carbohydrates; Deoxygenation; Disaccharides; Lactones; Oligomers; Oligosaccharides; Synthesis

A highly effective method for the synthesis of formyl C-glycosides is described via addition of 2-lithiothiazole or 2-lithiobenzothiazole to sugar lactones, deoxygenation of the resulting ketols, and releasing of the formyl group from the heterocyclic ring. The synthetic utility of these sugar aldeh...