Enantiospecific Total Synthesis of (−)-Polyoxamic Acid Using 2,3-Aziridino-γ-lactone Methodology
The Journal of Organic Chemistry2003Vol. 68(24), pp. 9521–9524
Citations Over TimeTop 20% of 2003 papers
Abstract
The non-natural enantiomer of polyoxamic acid was synthesized in six steps from 2,3-aziridino-γ-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.
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