Abstract
[reaction: see text] An efficient and operationally simple method for the synthesis of functionalized azaoxobicyclo[X.3.0]alkane amino acids has been devised. The key step is an intramolecular nitrone cycloaddition on 5-allyl- or 5-homoallylproline that was found to be completely regio- and stereoselective.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkanes / chemical synthesis*
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Alkanes / chemistry
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Alkanes / metabolism
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Amino Acids / chemical synthesis*
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Amino Acids / chemistry
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Amino Acids / metabolism
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Aza Compounds / chemical synthesis*
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Aza Compounds / chemistry
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Aza Compounds / metabolism
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Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis
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Bridged Bicyclo Compounds, Heterocyclic / chemistry
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Bridged Bicyclo Compounds, Heterocyclic / metabolism
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Cross-Linking Reagents / chemistry
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Cyclization
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Molecular Mimicry
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Nitrogen Oxides / chemistry*
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Stereoisomerism
Substances
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Alkanes
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Amino Acids
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Aza Compounds
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Bridged Bicyclo Compounds, Heterocyclic
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Cross-Linking Reagents
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Nitrogen Oxides
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nitrones