Mercuricyclisation in carbohydrate chemistry: a highly stereoselective route to α-D-C-glucopyranosyl derivatives

Abstract
Mercuricyclisation of an olefin which is prepared from the carbohydrate 2,3,4,6-tetra-O-benzyl-D-glucopyranose using a Witting reaction provides the axial chloromercuri-ether as the only isolated product, thus offering the first stereospecific route to 1,5-trans-(e.g. α-D)C-glucopyranosyl derivatives.

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