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deepoxidation of 1 with dissolving metal (Zn). Reductive oxirane cleavage was accompanied by simultaneous allylic rearrangement giving 1 0, 1 3-dihydro1 3-hydroxy desmycosin (5). It is noteworthy that preparation of 1 consists of two steps2): oxidation of the 12,13-double bond with mchloroperbenzoic acid with simultaneous formation of TV-oxide, and reduction of the TV-oxide with Ph3P. Until now, electrochemical reduction of conjugated epoxy ketones has been described only in the case of steroid compounds3). In this paper we report electropp.1143 1145

Tylosin Derivatives. V. Electrochemical Opening of Oxirane Ring.