Selective Monoesterification of Malonic Acid Catalyzed by Boric Acid

  • Stephan M. Levonis
    AInstitute for Glycomics, Gold Coast Campus, Griffith University, Qld 4222, Australia.
  • Laurent F. Bornaghi
    AInstitute for Glycomics, Gold Coast Campus, Griffith University, Qld 4222, Australia.
  • Todd A. Houston
    AInstitute for Glycomics, Gold Coast Campus, Griffith University, Qld 4222, Australia.

書誌事項

公開日
2007-11-01
権利情報
  • https://doi.org/10.1071/journalslicense
DOI
  • 10.1071/ch07231
公開者
CSIRO Publishing

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説明

<jats:p>Boric acid catalyzes the monoesterification of malonic acid, likely through a chelation mechanism that is not available to the monoester product. Under more forcing conditions, diesters form to some extent, but conditions can be optimized to favour the monoester product (56–80%). With the easily handled solid acid catalyst, these reactions can be run with excess alcohol as solvent or with stoichiometric amounts of alcohol in acetonitrile with moderate heating.</jats:p>

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