DIOZONIDES FROM COOZONOLYSES OF SUITABLE O-METHYL OXIMES AND KETONES

Ozonolyses of the O-methyl oximes of cyclic ketones 5a - c in the pres ence of 1,4-cyclohexanedione (6) and ozonolyses of the O-methylated di oxime 8 of 1,4-cyclohexanedione in the presence of cycloketones 7a - c afforded the corresponding diozonides 11. Ozonolysis of the O-methyl oxime of acetone gave diozonide 18 in the presence of 6 and diozonide 21 in the presence of butanedione. Ozonolysis of the O-methyl oxime of cyclohexanone in tile presence of butanedione gave diozonide 22. In a ddition, representatives of the hitherto unknown types of dispiro ozon ides 12 having a lactam ring system have been obtained from the ozonol yses of 8 and 7. (C) 1997 Elsevier Science Ltd.