At present one of the main features of the chemistry of natural cyclopropanes is determined by the great diversity/variability of their structures and properties. However, the low content of most optically active cyclopropanes obtained from natural sources is a priority and requires the urgent development of readily applicable methods for synthesis from available natural substances, e.g. (+)-3-carene monoterpene 1. A distinctive structural feature of (+)-3-carene is the presence in its molecule of a bicyclic bridge system consisting of methylcyclohexane, 2,2dimethylcyclopropane moieties and a reactive С-С double bond. The main aim of the work is to obtain oxygen-containing functional groups in the (+)-3carene 1 molecule, thus the oxidation properties of (+)-3-carene with permanganate in an acetone solution were studied.It was found that after 3 hours of mixing of the reagents a mixture of products (TLC data) was formed, which allowed the isolation by SiO2 column chromatography of three predominant substances. Less polar was substance 2, in the IR spectrum of which there are characteristic stretching vibration frequencies for the unsaturated ketone (1660 cm-1), for methyl (1370 and 1385 cm-1). In the 1H NMR spectrum, the singlet signals of six protons and three protons of two single methyl groups in a strong field are complemented by one proton signals of three vinyl protons and a two proton signal of the methylene group. These data, combined with 13C NMR data, indicate the structure of (2Z,4Z)-3,6,6-trimethylcyclohepta-2,4-dienone 2. (1R,4S,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]heptane-3-one 3. The most polar substance was cis-diol (1S,3S,4R,6R)-3,7,7-trimethylbicyclo[4.1.0]heptan-33,4-diol 4. Thus, it was found that the interaction of monoterpene (+)-3-carene 1 with KMnO4 occurs with the introduction of both one and two oxygen-containing functional groups, and involves both change and conservation of the carene "scaffold".