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Chiral crown complexes catalyse Michael addition reactions to give adducts in high optical yields
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1981
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Inorganic ChemistryChiral CrownsEngineeringPhotochemistryChiral Crown ComplexesVinyl KetoneOrganic ChemistryHigh Turnover NumbersCatalysisHigh Optical YieldsChemistryStereoselective SynthesisOrganometallic CatalysisAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringMichael Addition Reactions
Chiral crowns complexed to potassium bases catalyse with high turnover numbers the Michael additions of a β-ketoester to methyl vinyl ketone, and of two phenylacetic esters to methyl acrylate, to give products of 99–60% optical purity with a configurational bias rationalizable on the basis of steric effects.