Ozonolysis is a widely applied reaction in organic synthesis. Particularly interesting is the cleavage of a multiple carbon-carbon bond placed within a cyclic or polycyclic molecular structure. Extensive investigation of the mechanism of alkene ozonolysis has confirmed the pathway originally proposed by Criegee. Much of the current interest in this process centers on the factors affecting the direction of cleavage of the primary ozonide (PO). It has been reported that the regioselectivity of the primary ozonide fragmentation depends on the steric and electronic effects exerted by the substituents directly placed on the ozonated alkene bond or on the allylic position, as well as on the remote groups present in the molecule.  This review deals with the various examples in literature about these effects in cycloalkene systems.