Studies on Organic Fluorine Compounds. XXXI. Oxidative Coupling of Ketone Enolates and Trimethylsilyl Enol Ethers by Means of Cu(OTf)2

Studies on Organic Fluorine Compounds. XXXI. Oxidative Coupling of Ketone Enolates and Trimethylsilyl Enol Ethers by Means of Cu(OTf)2
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DOI:
10.1248/cpb.28.262
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发表时间:
1980-01
影响因子:
1.7
通讯作者:
Yoshiro Kobayashi;T. Taguchi;T. Morikawa;E. Tokuno;S. Sekiguchi
Yoshiro Kobayashi;T. Taguchi;T. Morikawa;E. Tokuno;S. Sekiguchi
中科院分区:
医学4区
文献类型:
--
作者:
Yoshiro Kobayashi;T. Taguchi;T. Morikawa;E. Tokuno;S. Sekiguchi

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详细介绍了三氟甲磺酸铜[Cu(OTf)2]催化酮烯醇化物和三甲基硅烯醇醚的氧化偶联反应。在i-PrCN中,烯醇化锂与Cu(OTf)2反应,有效地合成了1,4-二酮。通过2,4-戊二酮衍生物的分子内偶联,合成了1,3-环戊二酮衍生物。用Cu(OTf)2在i-PrCN中处理三甲基甲硅烷基烯醇醚也得到相应的偶联产物。
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.