Vinyl glycosides in oligosaccharide synthesis (part 4): glycosidase-catalysed preparation of substituted allyl glycosides

RR Gibson, RP Dickinson

Index: Gibson, Robin R.; Dickinson, Roger P.; Boons, Geert-Jan Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 22 p. 3357 - 3360

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Citation Number: 12

Abstract

But-3-en-2-yl glycosides have been obtained by glycosidase-catalysed transformations under thermodynamic conditions, and reaction parameters have been optimised. It has been shown that the enzymes can be immobilised on non-ionic Amberlite resin (XAD-4) and can conveniently be retrieved and re-used in a subsequent glycosylation. The enzyme-catalysed reactions display some diastereodifferentiation with a preference for the (R)-over the (S)- ...