Regioselective Lipase-catalysed acylation of 4,6-O-benzylidene-α- and - β-D-pyranoside derivatives displaying a range of anomeric substituents

Article abstract of DOI:10.1016/S0040-4020(98)00935-1

The application of Lipase enzymes to effect regioselective C-3-O- acylation of 4,6-O-benzylidene-β-D-gluco- and -galactopyranosides displaying a range of anomeric substituents, and C-2-O-acylation of phenyl 4,6-O- benzylidene-α-D-glucopyranoside and ethyl 4,6-O-benzylidene-1-thio-α-D- glucopyranoside is reported. In particular this method has allowed introduction of a variety of acyl protecting groups at the C-3 hydroxyl group of ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 11.