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Dimsyl Anion Induced Demethylation and Fragmentation Reactions of α-Oxoketenedithioacetals
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2001
Year
Bioorganic ChemistryFragmentation ReactionEngineeringNatural SciencesOrganic Chemistry1,3-Dithiolane Moiety UnderwentStereoselective SynthesisChemistryFragmentation ReactionsRedox BiologySynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringGood Yields
Base induced S-demethylation of dimethyl α-oxoketenedithioacetals with dimsyl sodium gave methyl β-oxodithiocarboxylates in good yields while cyclic ketenedithioacetals having a 1,3-dithiolane moiety underwent a fragmentation reaction leading to vinyl β-oxodithiocarboxylates.