CIS TRANS-OZONIDES OF CYCLOOLEFINS

Ozonolyses in pentane of the unsubstituted cycloolefins having eleven- , twelve-, fourteen- and sixteen-membered rings (1b-e) and of cyclohex adecen-8-one (12) gave the corresponding cis- (2b-e; cis-15a) and tran s-ozonides (3b-e; trans-15a), whereas cyclodecene (1a) gave only the c orresponding cis-ozonide (2a). Ozonolyses on polyethylene of the dimet hyl-substituted cycloolefins bearing fourteen- and sixteen-membered ri ngs (7b, c) also afforded cis- and trans-isomeric ozonides (8, 9), whe reas from the twelve-membered ring (7a) only the corresponding cis-ozo nide (8a) was formed.