Abstract

A catalytic system that operates well for the epoxidation of α-pinene,a very challenging substrate, at near-neutral pH and ambient temperaturewithout organic solvent was developed. With hydrogen peroxide asa terminal oxidant, combination of Na 2 WO 4 , PhP(O)(OH) 2 ,and [Me( N-C 8 H 17 ) 3 N]HSO 4 successfullycatalyzed the epoxidation of α-pinene to give α-pineneoxide in 95% selectivity at 91% conversion, whilethe previously published conditions that use NH 2 CH 2 P(O)(OH) 2 asa promoter provide no epoxide. The method is also well applicableto the epoxidation of the other acid-sensitive terpenes.

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