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Concise Formal Synthesis of Porothramycins A and B via Zincke Pyridinium Ring-Opening/Ring-Closing Cascade

  作者 MICHELS THEO D; KIER MATTHEW J; KEARNEY AARON M; VANDERWAL CHRISTOPHER D  
  选自 期刊  Organic Letters;  卷期  2010年12-13;  页码  3093-3095  
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[摘要]Short formal syntheses of the antitumor antibiotics porothramycins A and B from a commercially available ester of the unnatural amino acid 3-(3-pyridyl)alanine are presented. A rearrangement cascade that presumably involves a Zincke-type pyridinium ring-opening followed by cyclization of a pendant nucleophilic amide generates the salient pyrroline ring of the alkaloids.

 
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