Catalytic epoxidation of alkenes with oxone

SE Denmark, DC Forbes, DS Hays…

Index: Denmark, Scott E.; Forbes, David C.; Hays, David S.; DePue, Jeffrey S.; Wilde, Richard G. Journal of Organic Chemistry, 1995 , vol. 60, # 5 p. 1391 - 1407

Full Text: HTML

Citation Number: 227

Abstract

(8d+ OTf) in a CH2C12/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant. Optimization of the conditions identified (1) slow addition rate,(2) pH 7.5-8.0,(3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables. A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96% yield.