Abstract
The reaction between 3-methyl-4-nitro-5-styrylisoxazoles and ethyl isocyanoacetate proceeded under phase transfer catalysis to give enantioenriched monoadducts in high enantiomeric excess (up to 99% ee). The resulting adducts were subsequently cyclised to give 2,3-dihydropyrroles and substituted pyrrolidines in identical high ees and as a single diastereoisomer.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetates / chemical synthesis
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Acetates / chemistry*
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Catalysis
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Cyclization
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Isoxazoles / chemical synthesis
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Isoxazoles / chemistry*
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Methylation
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Nitriles / chemical synthesis
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Nitriles / chemistry
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Nitro Compounds / chemical synthesis
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Nitro Compounds / chemistry*
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Pyrrolidines / chemical synthesis*
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Pyrrolidines / chemistry
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Stereoisomerism
Substances
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Acetates
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Isoxazoles
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Nitriles
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Nitro Compounds
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Pyrroles
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Pyrrolidines
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pyrroline