Electrolytic partial fluorination of organic compounds Part 62 - Highly diastereoselective anodic fluorination of chiral 1,3-oxathiolan-5-ones derived from camphorsulfonamides
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Baba, D
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机构:Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
Baba, D
Yang, YJ
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机构:Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
Yang, YJ
Uang, BJ
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机构:Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
Uang, BJ
Fuchigami, T
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Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, JapanTokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
Fuchigami, T
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[1] Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
Anodic fluorination of chiral 1,3-oxathiolan-5-ones, derived from camphorsulfonamide and thioglycol acid, was carried out under various conditions. When dimethoxyethane (DME) containing Et4NF.4HF was used, the corresponding monofluororinated products were obtained in good yield as a single diastereomer. Chemical fluorination was also attempted using N-fluoropyridinium salts; however, fluorination did not proceed at all. (C) 2003 Elsevier Science B.V. All rights reserved.