Ozonolysis of methyl acetylbetulinate (II) gives number of products in addition to the nor-ketone (V) formed by the normal fission of the isopropenyl double-bond. They include the Baeyer–Villiger oxidation product (VIII) of the nor-ketone and two trisnor-compounds. In one of these (XVIII) the isopropenyl group has been lost and a Δ18,19 double-bond has been formed at the carbon to which it was attached. In the other (XI) the isopropenyl group has been replaced by hydrogen. A possible mechanism for the formation of these products is discussed.
Ozone has been shown to be an efficient oxidant for the conversion of the saturated alcohol lupanol into lupanone.