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Stereodivergent synthesis of new amino sugars, furanodictines A and B, starting from d-glucuronolactone
Authors:Daisuke Matsuura
Institution:Department of Materials Science, Faculty of Engineering, Shizuoka University, Johoku 3-5-1, Naka-ku, Hamamatsu 432-8561, Japan
Abstract:An efficient and divergent strategy for the total synthesis of the first 3,6-dihydroaminosugars, furanodictines A (2-acetamido-3,6-anhydro-2-deoxy-5-O-isovaleryl-d-glucofuranose) and B (2-acetamido-3,6-anhydro-2-deoxy-5-O-isovaleryl-d-mannofuranose), has been developed. The synthetic process is featured by readily accessible and stereodefined manipulation of highly functionalized bicyclic tetrahydrofuran derivatives incorporating the glucuronolactone (common starting material)-derived skeleton.
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