Synteesis of 2-Adamantane Carboxylic Acid

Despite the fact that there are two well-described routes to 2-adamantane carboxylic acid (IV)^1,2 it is not an easily accessible compound. In connection with our work in the field of adamantane ketenes and other 2-substituted adamantane derivatives^5,6 on adamantanone (I), followed by conversion of the enol ether (II) to the aldehyde (III) and oxidation of the latter to give 2-adanabtabe carvixtkuc acud (IV). The yield of this one-pot procedure is 70%-75% (about 10 runs).