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The present paper describes a facile synthesis of isoglucal (3,6-anhydro-2-deoxy-D-glucose, 3), starting from the easily available α,β-unsaturated aldehyde (2E)-4,6-di-O-acetyl-2,3-didehydro-aldehydo-D-erythro-hex-2-enose (1). Compound 3 exists in equilibrium with its corresponding bicyclic forms whose anomeric configurations and ring-sizes have been determined.
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