Abstract
Crown ethers anellated to glucose units have been used to catalyse the enantioselective Michael addition of methyl phenylacetate to methyl acrylate in high chemical yields in up to 84% enantiomeric excess. A novel CH-acid deracemization has also been discovered and the mechanistic rationale of the asymmetric induction is discussed. The proposed mechanism of the addition was also substantiated by molecular mechanics calculations.
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