Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 18, Pages 4447-4451Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100719
Keywords
Meldrum's acid; Multicomponent reaction; Organocatalysis; Cupreine; Isoxazolidinone
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Funding
- University of Rouen Normandy
- Centre National de la Recherche Scientifique (CNRS)
- European Regional Development Fund (ERDF)
- Labex SynOrg [ANR-11-LABX-0029]
- Carnot Institute I2C
- Region Normandie
- French National Research Agency (ANR) [ANR-16-CE07-0011-01]
- INSA Rouen Normandy
- graduate school for research XL-Chem [ANR-18-EURE-0020 XL CHEM]
- Agence Nationale de la Recherche (ANR) [ANR-16-CE07-0011] Funding Source: Agence Nationale de la Recherche (ANR)
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The strategy reported involves a multicomponent catalytic enantioselective synthesis of beta-substituted isoxazolidin-5-ones via a KMC process promoted by a suitable bifunctional organocatalyst. The hydroxamic acid component with sterically hindered amide moiety is crucial for the successful formation and transformation of the N-amide isoxazolidin-5-ones obtained.
We report herein a strategy to afford a multicomponent catalytic enantioselective synthesis of beta-substituted isoxazolidin-5-ones via a KMC process promoted by a suited cupreine used as bifunctional organocatalyst. The hydroxamic acid component, with a sterically hindered amide moiety, proved to be key for the successful formation and transformation of the obtained original N-amide isoxazolidin-5-ones.
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