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Catalytic, asymmetric Michael reactions of cyclic diketones with beta,gamma-unsaturated alpha-ketoesters.

ABSTRACT: Newly synthesized cinchona alkaloid-derived pyrimidines function as effective asymmetric catalysts for the Michael reaction between cyclic diketones and beta,gamma-unsaturated alpha-ketoesters. The reactions of electrophiles with either aryl or alkyl gamma-substituents give 64-99% yields and 94-99% ee.

SUBMITTER: Calter MA

PROVIDER: S-EPMC2694574 | biostudies-literature | 2009 May

REPOSITORIES: biostudies-literature

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Catalytic, asymmetric Michael reactions of cyclic diketones with beta,gamma-unsaturated alpha-ketoesters.

Calter Michael A MA Wang Jun J

Organic letters 20090501 10

Newly synthesized cinchona alkaloid-derived pyrimidines function as effective asymmetric catalysts for the Michael reaction between cyclic diketones and beta,gamma-unsaturated alpha-ketoesters. The reactions of electrophiles with either aryl or alkyl gamma-substituents give 64-99% yields and 94-99% ee. ...[more]

PMID: 19366193

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