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  • Title: Deoxygenative olefination reaction as the key step in the syntheses of deoxy and iminosugars.
    Author: Chang Hsu Y, Hwu JR.
    Journal: Chemistry; 2012 Jun 18; 18(25):7686-90. PubMed ID: 22615220.
    Abstract:
    Just a spoonful of sugar! A new synthetic strategy involving the use of a deoxygenative olefination reaction as the key step was developed for the preparation of deoxy and iminosugars in their optically active form (see scheme). This strategy has been proven successful by the use of a pentose, hexose, heptose, and disaccharide as the starting materials. Furthermore, it was applied in a formal total synthesis of iminosugar (-)-1-deoxy-L-fuconojirimycin, which can inhibit α-L-fucosidase.
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