Oximes partial oxidation reactions

From this key intermediate (78), the steps required to effect its subsequent conversion into 21 proceeded smoothly. Thus, partial reduction of the cyanide to its aldehyde counterpart in CH2CI2 at —78°C was followed by reaction with H2NOH HCl to afford oxime intermediate 80. With this new functional group appended in proper relation to the disubstituted C—C double bond, tiie stage was set to attempt ring formation through a nitrile oxide-based... 

A variety of substituted radicals may be generated by the electro-oxidation of salts of 1,3-dicarbonyl compounds, aliphatic nitrocompounds, phenols, oximes, alkynes, and organometallic compounds. In all of these reactions, an anionic (or partially anionic) species is formed from which the intermediate radical is generated, e.g., in the anodic oxidation of diethylmalonate... 

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