4.6 Article

Asymmetric trifluoromethylation of aromatic aldehydes by cooperative catalysis with (IPr)CuF and quinidine-derived quaternary ammonium salt

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 47, Pages 9334-9337

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26827b

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Funding

  1. National Natural Science Foundation of China [20972016, 21172018]
  2. Beijing Institute of Technology

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A general enantioselective trifluoromethylation of aldehydes has been developed using (IPr)CuF and quinidine-derived quaternary ammonium salt as the cooperative catalyst. Thus, a wide range of aromatic aldehydes have been converted to the corresponding products in up to 92% yield and 81% ee at 2 mol% of catalyst loading. The greatly enhanced activity and enantioselectivity result from the initiative generation of active [(IPr)CuCF3] as well as additional coordination activation of other copper species.

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