The Journal of Organic Chemistry

A novel oxidation of internal alkynes with hydrogen peroxide catalyzed by peroxotungsten compounds

Y Ishii, Y Sakata

Index: Ishii, Yasutaka; Sakata, Yasuyuki Journal of Organic Chemistry, 1990 , vol. 55, # 21 p. 5545 - 5547

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Citation Number: 82

Abstract

Summary: Internal alkynes underwent a novel oxidation with aqueous hydrogen peroxide catalyzed by peroxotungsten compounds under two-phase conditions using chloroform as the solvent, giving a,@-epoxy ketones and a,@-unsaturated ketones as principal products. The epoxidation of a, p-unsaturated ketones by this catalyst-oxidant system appeared to involve the electrophilic attack of the peroxo species to the double bond.