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The oxidative coupling of ketone enolates and trimethylsilyl enol ethers by means of cupric trifluoromethanesulfonate [Cu(OTf)2] is described in detail. 1, 4-Diketones were effectively prepared by treating lithium enolates with Cu(OTf)2 in i-PrCN. 1, 3-Cyclopentanedione derivatives were synthesized through intramolecular coupling of 2, 4-pentanedione derivatives. Treatment of trimethylsilyl enol ethers with Cu(OTf)2 in i-PrCN also afforded the corresponding coupling products.
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Kobayashi et al. (1980) studied this question.
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