Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 13, Pages 2513-2517Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300465
Keywords
cycloaddition; isoxazolidinones; ketene equivalents; Meldrum's acid; organic catalysis; organocatalysis
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Funding
- INSA Rouen, Rouen University
- CNRS
- EFRD
- Labex SynOrg [ANR-11-LABX-0029]
- Region Haute-Normandie
- European Union [33236]
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Meldrum's acid has turned out to be a useful ketene equivalent when faced to nitrone dipoles to form various isoxazolidin-5-one derivatives under very mild Bronsted base organocatalytic conditions. The first asymmetric version of this original domino anionic formal [3+2] cycloaddition-decarboxylation reaction was demonstrated by means of quinine-based organocatalysts.
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