An electroinitiated cation chain reaction: Intramolecular carbon-carbon bond formation between thioacetal and olefin groups

被引:49
|
作者
Matsumoto, Kouichi [1 ]
Fujie, Shunsuke [1 ]
Ueoka, Koji [1 ]
Suga, Seiji [1 ]
Yoshida, Jun-ichi [1 ]
机构
[1] Kyoto Univ, Dept Synthet & Biol Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
关键词
carbocations; electrochemistry; oxidation; sulfur; synthetic methods;
D O I
10.1002/anie.200705748
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)-+B(C6F5) 4-, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon-carbon bond formation (see scheme). This transformation opens up great potential for electroinitiated cation chain reactions in organic synthesis. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2506 / 2508
页数:3
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