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

JJ Gridley, AJ Hacking, HMI Osborn, DG Spackman

Index: Gridley, Jonathan J.; Hacking, Andrew J.; Osborn, Helen M. I.; Spackman, David G. Tetrahedron, 1998 , vol. 54, # 49 p. 14925 - 14946

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Citation Number: 37

Abstract

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 ...