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

Ondrej Simo,Katja Michael,Wesley Yoshida,Vyacheslav Chertkov,Paul Gross

SYNTHETIC COMMUNICATIONS（2006）

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摘要

The nitromethyl group of C-(4,6-O-benzylidene-beta-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.

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关键词

C-glycosides,dimerization,nitro methyl,protective groups,reduction

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