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Dianions of β-keto-sulphoxides. A new general synthesis of vinyl ketones
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1974
Year
Ready EliminationEngineeringVinyl KetonesOrganic ChemistryStereoselective SynthesisChemistryBenzenesulphenic AcidHeterocycle ChemistrySynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
The dianion of the β-keto-sulphoxide (1) can be alkylated exclusively on the γ-carbon atom with a variety of alkyl halides; the resultant α-phenylsulphinyl ketones (3) undergo ready elimination of benzenesulphenic acid providing a new general route to alkyl vinyl ketones.