4.7 Article

Highly Enantioselective Benzoin Condensation Reactions Involving a Bifunctional Protic Pentafluorophenyl-Substituted Triazolium Precatalyst

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 23, Pages 9214-9217

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo902018j

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Funding

  1. Science Foundation Ireland (SFI)
  2. Trinity College Dublin
  3. Fonds der Chemischen Industrie
  4. Deutsche Forschungsgemeinschaft (DFG)

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Improved catalyst design by incorporating a hydrogen bond donating substituent to improve enantiocontrol together with an acidifying pentafluorophenyl substituent to enhance catalyst efficiency results in a triazolium ion precatalyst that promotes the asymmetric archetypal benzoin condensation with excellent efficiency and unprecedented enantioselectivity.

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