Abstract
1. The stereochemistry of oxidation of syn-Δ4-octalin-1-carboxylic acid (I) with peracetic acid and with osmic anhydride was studied along with the stereospecific transformations of the oxidation products. 2. In both instances the oxidation of acid (I), as well as its catalytic hydrogenation, proceed from the less-screened side, which is opposite to the axial carbonyl group, leading to the α-oxide (II) and the cis-glycol (XIV). 3. The configuration and the conformation of the α-oxide (II), cis-glycol (XIV) and of all their transformation products, which had been confirmed by infrared spectra, by stereospecific reactions and by examination of their molecular models, have been proved.
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