Synthesis of Three New Bifunctional Glucose-Thiourea Organocatalysts and Their Application in Asymmetric Michael Addition
Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucos...
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Veröffentlicht in: | Studia Universitatis Babeș-Bolyai. Chemia 2017-03, Vol.62 (1), p.183-194 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucose-thiourea derivate the S enantiomer of the corresponding Michael adduct was formed with moderate enantiomeric excess in three different solvents. Keywords: organocatalyst, carbohydrates, cinchona alkaloids, Michael addition, asymmetric syntheses |
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ISSN: | 1224-7154 2065-9520 |
DOI: | 10.24193/subbchem.2017.1.16 |