Synthesis of 3-Deoxy-3-(hydroxyamino)furanose AcetalsReduction of sugar ketoximes with NaBH,CN under acidic conditions constitutes a good synthetic pathway to deoxy(hydroxyamino)sugar derivatives. These compounds which are useful building blocks for the preparation of analogs of various classes of biologically important carbohydrates are reasonably stable.
The reduction of the oximes (I) (obtained from the respective ketones) under acidic conditions constitutes a good synthetic pathway to the deoxy(hydroxyamino)sugar derivatives (IIa)‐(IIc); subsequent debenzoylation of (II) provides (IId).
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