In the preceding paper1} we described the chemical deepoxidation of 1 with dissolving metal (Zn). Reductive oxirane cleavage was accompanied by simultaneous allylic rearrangement giving 1 0, 1 3-dihydro-1 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.
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