Preparation of α- and β-Dienyl Glycosides Used as Dienes in Aqueous Diels-Alder Reactions. Influence of the Carbohydrate Moiety on the Thermodynamics of the Reaction

A series of 1,3-butadienyl glycosides (mono- and di-saccharides) have been prepared and the kinetics of their Diels-Alder reaction with buten-2-one in water have been studied. The activation parameters for these aqueous cycloadditions provide clues for the hydration structure of such glyco-organic compounds.