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Stereoselective Synthesis of Complex Polycyclic Aziridines: Use of the Brønsted Acid-Catalyzed aza-Darzens Reaction to Prepare an Orthogonally Protected Mitomycin C Intermediate with Maximal Convergency

A concise synthesis of a highly functionalized intermediate lacking only C10 of the mitomycin backbone is described. The key to this development is the Brønsted acid-catalyzed aza-Darzens reaction used to forge the cis-aziridine. Additionally an oxidative ketalization fortuitously occurs during the...

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Detalhes bibliográficos
Main Authors: Srinivasan, Jayasree M., Mathew, Priya A., Williams, Amie L., Huffman, John C., Johnston, Jeffrey N.
Formato: Artigo
Idioma:Inglês
Publicado em: 2011
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3334326/
https://ncbi.nlm.nih.gov/pubmed/21347494
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1039/c0cc05734g
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