Abstract
The cinchona alkaloid-catalyzed [4 + 2] cyclocondensation of α,β-unsaturated acyl chlorides with imines is developed to give the corresponding substituted dihydropyridinones in good yields with high to excellent enantioselectivities. Reduction of the dihydropyridinones gave highly optically active substituted tetrahydropyridinone and piperidine derivatives.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Catalysis
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Cinchona Alkaloids / chemistry*
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Cyclization
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Dihydropyridines / chemical synthesis*
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Dihydropyridines / chemistry
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Hydrocarbons, Chlorinated / chemistry*
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Imines / chemistry*
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Molecular Structure
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Piperidines / chemical synthesis*
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Piperidines / chemistry
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Pyridones / chemical synthesis*
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Pyridones / chemistry
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Stereoisomerism
Substances
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Cinchona Alkaloids
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Dihydropyridines
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Hydrocarbons, Chlorinated
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Imines
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Piperidines
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Pyridones