Oxoammonium salts. 6. 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate: A stable and convenient reagent for the oxidation of alcohols. Silica gel catalysis

4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate, 1, i s a stable, nonhygroscopic oxoammonium salt that is easily prepared and can be used for the oxidation of alcohols to ketones or aldehydes in near quan titative yields. The reaction is colorimetric, does not require anhydrous c onditions, does not involve heavy metals, and can be carried out convenient ly. Furthermore, the oxidant can be easily regenerated. The oxidation is so mewhat specific in that the relative reactivities of an allyl alcohol (gera niol), benzaldehyde, and 1-decanol are about 100: 1:0.1. The reaction is ca talyzed by silica gel.