Introduction of a carboxyl group through an acetal as a new route to carboxylic acid derivatives of sugars.
A new class of carboxylic acid derivatives of sugars is described. Acetalation of mono- and disaccharides with a functionalized vinylic ether or a diethoxybutanoate afforded mono- and diacetals bearing an ester group. Their saponification led to the corresponding carboxylic acid acetals in which the length of the acetal side chain can be modulated.
Carbonnel
S
S
Ecole Nationale Supérieure de Chimie de Clermont-Ferrand, Ensemble Scientifique des Cézeaux, Aubière, France.
Fayet
C
C
Gelas
J
J
D000080:Acetals / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D004187:Disaccharides / Q000737:chemistry*; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry*
D000080:Acetals; D002264:Carboxylic Acids; D004187:Disaccharides; D009005:Monosaccharides