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- W1920743362 abstract "3-(Phenylthio)-4-(trimethylsilyl)-3-sulfolene (2) was readily prepared by chlorosulphenylation-dehydrochlorination of 3-(trimethylsilyl)-3-sulfolene (4b). Treatment of 2 with n-butyllithium at −105 °C followed by an alkylating agent gave only C5 alkylation products 6 demonstrating the stronger carbanion stabilizing ability of phenylthio group than that of trimethylsilyl group. 2-(Phenylthio)-3(trimethylsilyl)-1,3-butadiene (3a) was readily prepared by thermal extrusion of sulfur dioxide from 2. Selective oxidation of 3a with MCPBA gave the sulfinyl (3b) and sulfonyl (3c) derivatives. The Diels-Alder reactions of 3a-c were studied, and the regiocontrolling power of the substituents follows the order PhS >PhSO ∼ PhSO2 >Me3Si." @default.
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- W1920743362 date "1989-06-01" @default.
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- W1920743362 title "Synthesis and Reactions of a Stable Precursor to Dienes Containing Both Silicon and Sulfur Substituents" @default.
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- W1920743362 doi "https://doi.org/10.1002/jccs.198900034" @default.
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