A novel, simple method for transformation of C–Se to C–O bonds

S Uemura, S Fukuzawa, A Toshimitsu

Index: Uemura, Sakae; Fukuzawa, Shin-ichi; Toshimitsu, Akio Journal of the Chemical Society, Chemical Communications, 1983 , # 24 p. 1501 - 1502

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Abstract

Oxidation of alkyl phenyl selenides with m-chloroperbenzoic acid in methanol at room temperature affords the corresponding alkyl methyl ethers almost quantitatively, the reaction being accompanied by phenyl migration and ring-contraction respectively when applied to selenides having a phenyl group vicinal to the phenylselenium moiety and to some methoxyselenation products of cyclic olefins.