Stereoselective intramolecular coupling of barbituric acids with aliphatic ketones and O-methyl oximes by electroreduction: radical cyclization mechanism supported by DFT study
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- 作者：Naoki Kise ; Takashi Tuji ; Toshihiko Sakurai
- 关键词：Electroreduction ; Reductive cyclization ; Samarium iodide ; Barbituric acids ; Bicyclic uracils
- 刊名：Tetrahedron Letters
- 出版年：2016
- 出版时间：20 April 2016
- 年：2016
- 卷：57
- 期：16
- 页码：1790-1793
- 全文大小：1338 K
文摘
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Electroreductive cyclization of barbituric acids with aliphatic ketones and O-methyl oximes.
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Stereoselective synthesis of five- and six-membered cyclized products.
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Stereoselective reduction of the cyclized products with Et3SiH–BF3·Et2O.
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Radical cyclization mechanism suggested by DFT study.