4.8 Article

Synthesis of Enantiomerically Enriched Triarylmethanes by Enantiospecific Suzuki-Miyaura Cross-Coupling Reactions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 16, Pages 5828-5831

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja412159g

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Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. Canada Foundation for Innovation (CFI)
  3. NSERC
  4. Queen's University
  5. Grants-in-Aid for Scientific Research [26288023] Funding Source: KAKEN

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The Suzuki-Miyaura cross-coupling of chiral, enantiomerically enriched dibenzylic boronic esters is described. The reaction proceeds with almost complete retention of stereochemistry, providing access to triaryl-methanes, compounds that have high biological activity and are difficult to prepare in enantiomerically pure form using other methods.

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