A straightforward synthesis of glyco-2,7- and 2,8-dienes |
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| Authors: | Franck Dolhem Gilles Demailly |
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| Affiliation: | Laboratoire des Glucides, UMR 6219, Université de Picardie Jules Verne, 33 rue Saint-Leu, F-80 039 Amiens, France |
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| Abstract: | In this paper, we report the efficient preparation of carbohydrate-derived 2,7- and 2,8-dienes. By our synthetic approach, we have quickly converted d-glucose 1 to (E)-ethyl-2,3-dideoxy-d-gluco-oct-2-enoate 5, which led to the desired (E)-ethyl-9,9-dibromo-2,3,8,9-tetradeoxy-4,5,6,7-tetra-O-trimethylsilyl-d-gluco-nona-2,8-dienoate 19 with satisfying yield. |
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| Keywords: | Carbohydrate-derived 2,7- and 2,8-dienes Oxidation Wittig type reaction Corey-Fuchs reaction |
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