The Journal of Organic Chemistry

Thiol/Diselenide Exchange for the Generation of Benzeneselenolate Ion. Catalytic Reductive Ring-Opening of. alpha.,. beta.-Epoxy Ketones

L Engman, D Stern

Index: Engman, Lars; Stern, David Journal of Organic Chemistry, 1994 , vol. 59, # 18 p. 5179 - 5183

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Citation Number: 40

Abstract

In the presence of N-acetylcysteine sodium salt, benzeneselenolate ion was generated in situ from diphenyl diselenide via thiolldiselenide and thiolhelenenyl sulfide exchange in aqueous methanol under mild conditions. Benzeneselenolate ion thus formed was efficiently alkylated and arylated to afford alkyl phenyl selenides and aryl phenyl selenides, respectively. a, B-Epoxy ketones were catalytically reduced by benzeneselenolate ion to ...