Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 9, Pages 3386-3395Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob01083a
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- European Social Fund
- National resources (EPEAK II)
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The synthesis of novel organocatalysts consisting of a pyrrolidine moiety and a thiohydantoin or a thioxotetrahydropyrimidinone ring is described. The compound combining the pyrrolidine with the thioxotetrahydropyrimidinone was found to be a highly effective catalyst for the Michael reaction. Low catalyst loadings (1-2.5%) can be employed leading to quantitative yields and excellent stereoselectivities in the reaction between cyclic ketones and nitroolefins.
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