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An Effective Synthesis of Acid-Sensitive Epoxides via Oxidation of Terpenes and Styrenes Using Hydrogen Peroxide under Organic Solvent-Free Conditions

  作者 KON YOSHIHIRO; HACHIYA HOUJIN; ONO YUTAKA; MATSUMOTO TOMOHIRO; SATO KAZUHIKO  
  选自 期刊  Synthesis;  卷期  2011年2011-7;  页码  1092-1098  
  关联知识点  
 

[摘要]An efficient epoxidation process for various terpenes and styrenes using a hydrogen peroxide-tungsten catalytic system with organic solvent- and halide-free conditions was developed. In the presence of the catalytic system, Na2WO4, PhP(O)(OH)(2), and [Me(n-C8H17)(3)N]HSO4, and under weak acidic conditions, hydrogen peroxide successfully epoxidized alpha-pinene to alpha-pinene oxide in 95% selectivity at 91% conversion, while the previously published conditions utilizing NH2CH2P(O)(OH)(2) as a promoter provided no epoxide.

 
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