Oxidation with Nickel Peroxide. III. Oxidative Cleavage of α-Glycols, α-Hydroxy Acids, α-Keto Alcohols, and α-Keto Acids.

Abstract

Solid nickel peroxide, readily obtainable by the treatment of nickel salts with sodium hypochlorite in alkaline solution, has been proved to be an useful reagent for the oxidative cleavage of α-glycols and α-hydroxy acids in aprotic solvents. Some kinds of aldehydes or ketones were obtained in moderately good yield as glycol cleavage products. With nickel peroxide in an aqueous alkaline solution, α-keto alcohols and α-keto acids were transformed into carboxylic acids by the oxidative cleavage.