Oximes and Hydroxylamines

A mechanism for the mutarotation of -D-arabinose oxime has been proposed, and involves cyclic N-arabinosyl hydroxylamlne inter-mediates. Separable mixtures of N-glycosylated L-a-amino- 

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Electrochemical reduction of benzylic nitro compounds (27) in an ethanolic aqueous acetic acid buffer (35 65) affords a mixture of the corresponding oxime and hydroxylamine (equation 6)48. The hydroxylamine can subsequently be oxidized back to the oxime (28) (via the intermediate nitroso compound) conversions as high as 90% can be obtained. 

Nitriles, Isonitriles, Oximes, and Hydroxylamines Hydrazones, Osazones, and Derived Heterocycles Other Heterocyclic Derivatives... 

Population of oxime-hydroxylamine tautomers B and C can be high, since unlike the initial dioximes A, they are conjugated systems and the energy gain of their formation should be considerable. Besides, highly basic medium is favorable for prototropic migration of the double bonds and enolization. The essential contribution of tautomers B and C in overall reaction is supported by the formation of isoxazoles, the predictable intramolecular cyclization of the tautomer in their Z-configurations. It is obvious that tautomers B and C as very reactive species (combination of the oxime and hydroxylamine functions with azadiene system), in the system KOH/ DMSO/acetylene, can tolerate various reactions, namely, vinylation, cyclization, elimination, polymerization, and polycondensation. 

O-TRIORGANOTIN DERIVATIVES OF OXIMES AND HYDROXYLAMINES All compounds are listed in Table I78. 

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