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Transformationen von β-Glycofuranosylisocyaniden in Tetrahydrofuranderivate
Authors:Johann Hiebl  Erich Zbiral
Institution:(1) Institut für Organische Chemie, Universität Wien, A-1090 Wien, Österreich
Abstract:Summary Readily available beta-glycofuranosyl isocyanides1,2,4,5,6,18,19,20 are transformed into the corresponding protected tetrahydrofurans21,22,23,24,25,26 by means of tributyltin hydride andAIBN. The synthesis of18 and19 by dehydration of the formamide15 is described. Starting with 6-deoxy-1,2-O-isopropyliden-agr-D-allofuranose (7) crystalline 1,2-O-diacetyl-3,5-dibenzoyl-beta-D-allofuranose (9) is obtained.9 is first transformed into the anomeric azides11,12 and13,14 and subsequently into the formamide15.
Keywords:beta-Glycofuranosyl isocyanides" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-Glycofuranosyl isocyanides  Tetrahydrofurans
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