Selective Reductions of C‐(4,6‐O‐Benzylidene‐β‐d‐glucopyranosyl) Nitromethane

Abstract

The nitromethyl group of C‐(4,6‐O‐benzylidene‐β‐d‐glucopyranosyl) nitromethane was manipulated by various reduction and oxidation methods and further functionalizations into –CH2NHOH, –CH˭NOH, –CN, –CH˭O, and –CH2NHCONH2, all with retention of the 4,6‐O‐benzylidene group. Certain reduction methods gave rise to a novel secondary amine via an unusual dimeric aminal.