4.7 Article

Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Bronsted acid catalysis

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 88, Pages 13489-13491

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc06081d

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Funding

  1. NEXT program
  2. CREST-JST
  3. MEXT
  4. Program for Leading Graduate Schools Integrative Graduate Education and Research Program in Green Natural Sciences in Nagoya University
  5. Asahi Glass foundation
  6. JSPS for Scientific Research
  7. Grants-in-Aid for Scientific Research [13J07425] Funding Source: KAKEN

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Highly enantioselective protonation of a-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Bronsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.

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