Highly enantioselective cascade synthesis of spiropyrazolones

An efficient synthesis of spiropyrazolones based on organocatalysis is described. The reaction between pyrazolones, enolizable aldehydes and enals is catalyzed by secondary amine catalysts and affords the final spiro compounds bearing four contiguous chiral centers in good yields and excellent diast...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2011-10, Vol.9 (19), p.6519-6523
Main Authors: Zea, Alex, Alba, Andrea-Nekane R, Mazzanti, Andrea, Moyano, Albert, Rios, Ramon
Format: Article
Language:English
Subjects:
Chemistry Techniques, Synthetic
Molecular Structure
Pyrazolones - chemical synthesis
Pyrazolones - chemistry
Quantum Theory
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Stereoisomerism
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Summary:An efficient synthesis of spiropyrazolones based on organocatalysis is described. The reaction between pyrazolones, enolizable aldehydes and enals is catalyzed by secondary amine catalysts and affords the final spiro compounds bearing four contiguous chiral centers in good yields and excellent diastereo- and enantioselectivities.
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob05753g