Abstract
The non-natural enantiomer of polyoxamic acid was synthesized in six steps from 2,3-aziridino-gamma-lactone 7 with an overall yield of 10%. The key step of the strategy is a deprotection-protection sequence on the nitrogen atom of the aziridine ring required for aziridine activation toward nucleophilic ring opening.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Azetidinecarboxylic Acid / analogs & derivatives*
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Azetidinecarboxylic Acid / chemical synthesis*
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Azetidinecarboxylic Acid / chemistry
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Chemistry, Organic / methods*
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Lactones / chemistry*
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Models, Chemical
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Molecular Structure
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Stereoisomerism
Substances
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2,3-aziridino-gamma-lactone
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Lactones
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polyoximic acid
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Azetidinecarboxylic Acid