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Domino Knoevenagel hetero-Diels-Alder reactions a stereoselective synthesis of sugar fused furo pyrano pyran derivatives



Domino Knoevenagel hetero-Diels-Alder reactions a stereoselective synthesis of sugar fused furo pyrano pyran derivatives



Tetrahedron Letters 45(17): 3493-3497



The O-prenyl derivative of a sugar aldehyde derived from D-glucose undergoes smooth intramolecular domino Knoevenagel hetero-Diels-Alder reactions with 1,3-diones to afford a novel class of carbohydrate analogues, cis-fused furopyranopyrans in good yields with a high degree of chemoselectivity. The stereochemistry of the products was assigned by NMR.

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