The addition reaction of lithium benzenethiolate to 2-buten-4-olide in the presence of aldehydes and ketones afforded α-substituted β-phenylthio-γ-butyrolactones (4a–f). The dehydrosulfenylation of 4a–d proceeded smoothly to give 2-substituted 2-buten-4-olide by the reflux of α-substituted β-phenylsulfinyl-γ-butyrolactone, which was prepared by the oxidation of 4a–d, in the presence of triethylamine.
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Watanabe et al. (1979) studied this question.
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