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Synthesis of Medium and Large Rings, XXVIII. – The Ruthenium Tetroxide Oxidation of 3,6‐Alkano‐4,5‐oligomethyleneoxepines – A New Approach to Macrocyclic Di‐, Tri‐, and Tetraketones The oxepines 3, 7 , and 9 are oxidized by means of ruthenium tetroxide to give various types of macrocyclic ketones such as 4, 8 and 10 . The diketones 12 can be synthesized by ether cleavage of 9a to give 11a and subsequent oxidation of 11b and 11d to the monocyclic compounds 12a and 12b .
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Tochtermann et al. (1991) studied this question.
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