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Asymmetric Sulfenylation of Tin(II) Enolates of Ketones and 3-Acyl-2-oxazolidones. Application to the Synthesis of Optically Active Epoxides
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1986
Year
Optically Active EpoxidesChemical EngineeringEngineeringHeterocyclicOrganic ChemistryAsymmetric SulfenylationCatalysisActive EpoxidesChemistryHeterocycle ChemistryStereoselective SynthesisPharmacologyAsymmetric CatalysisChiral DiaminesEnantioselective Synthesisβ-Keto Sulfides
Abstract In the presence of chiral diamines, the reaction between tin(II) enolates of ketones or 3-acyl-2-oxazolidones and thiosulfonates proceeds smoothly to give the corresponding β-keto sulfides with high enantioselectivity. Further, optically active epoxides are prepared from these β-keto sulfides.
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