Electrolytic partial fluorination of organic compounds Part 62 - Highly diastereoselective anodic fluorination of chiral 1,3-oxathiolan-5-ones derived from camphorsulfonamides

被引:14
作者
Baba, D
Yang, YJ
Uang, BJ
Fuchigami, T [1 ]
机构
[1] Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan
关键词
anodic fluorination; asymmetric fluorination; camphorsulfonamide;
D O I
10.1016/S0022-1139(02)00341-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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.
引用
收藏
页码:93 / 96
页数:4
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