Through bond interaction in biradical dioxo compound and its correlation diagram
I would like to help here, but I am not sure where to begin. First of all, I want to point out that the reaction you have shown is not an electrocyclic reaction, because it does not involve the central saturated carbon atom. It is rather a simple homolysis reaction. The terms "conrotatory" and "disrotatory" are misapplied, since the two oxygen atoms do not have functional groups on them, and the two modes of ring opening are indistinguishable.

Dioxirane does have an electrocyclic ring opening reaction available to it - namely cleavage of a carbon-oxygen bond to form "acetone-O-oxide". Perhaps you should consider that as an alternative pathway. Does that help?