Tetrahedron

Reaction of thiolsulfinates with trihaloacetic anhydrides. II: Addition of sulfenyl trihaloacetates to olefins

T Morishita, N Furukawa, S Oae

Index: Morishita, Tsuyoshi; Furukawa, Naomichi; Oae, Shigeru Tetrahedron, 1981 , vol. 37, # 15 p. 2539 - 2546

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Citation Number: 17

Abstract

Treatment of thiolsulfinates with trifluoro-or trichloroacetic anhydride at-20° C in the presence of various olefins in carbon tetrachloride afforded the corresponding β-trifluoro-or trichloroacetoxy sulfides in good yields. The β-trihaloacetoxy sulfides are considered to be resulted by the electrophilic addition of the sulfenyl trihaloacetates, formed as transient intermediates, to olefins. The addition takes place stereospecifically in trans manner and ...

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