Oxidative conversion of β-hydroxyselenides to epoxides and ketones with meta-chloroperbenzoic acid

S Uemura, K Ohe, N Sugita

文献索引：Uemura, Sakae; Ohe, Kouichi; Sugita, Nobuyuki Journal of the Chemical Society, Chemical Communications, 1988 , # 2 p. 111 - 112

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被引用次数: 12

摘要

Treatment of (3-hydroxy-primary-alkyl and (3-hydroxy-(3-phenyl-primary-alkyl phenyl selenides with 3-5 equiv. of rneta-chloroperbenzoic acid in methanol or tetrahydrofuran gives the corresponding epoxides and phenyl migrated ketones, respectively, in high yields. ... In sharp contrast to the well known selenoxide elimination leading to alkenes, treatment of alkyl phenyl selenides with an excess of meta-chloroperbenzoic acid (MCPBA) in alcohols results in a substitution of ...