An allyl ether of 14-hydroxycodeinone (2) was investigated as an intermediate for the preparation of analogues of (10) or (11) of cyclohexenodihydrocodeinones (9). The reactions involve an aromatising degredation of 14-hydroxycodeinone through the methine base (4) to yield 6-methoxymethylmorphinol (6, R = Me) with the elimination of the side chain, a process not reported with any 14-substituted codeinone.


M U VALHARI ,M U MEMON ,F C NACHNANI ,M Y kHAN ,A U RAHMAN ,