Enzymatic regioselective alkoxycarbonylation of hexoses and pentoses with carbonate oxime esters

Abstract

Hexoses and pentoses have been alkoxycarbonylated with different preparations of Candida antarctica lipase, using acetone O-(alkoxycarbonyl)oximes. A wide variety of alkoxycarbonyl groups are introduced in an easy manner at the primary hydroxy group of several pentoses and hexoses. Of especial importance are the introduction of allyloxy- and benzyloxy-carbonyl groups.