Abstract
Abstract An efficient method for the preparation of suitably O -protected 2-deoxysugar oximes starting from corresponding sugar 1-nitro-1-alkenes and using tin(II) chloride as a reducing agent is described. The prepared oximes were further transformed into either free 2-deoxysugars or 2-deoxysugar nitriles and acids. 2,3-Unsaturated sugar oximes were also prepared starting from O -acetylated sugar 1-nitroalkenes. The preparation of 2-deoxy- d -glucose is representative.
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