4.4 Article

Enantioselective trifluoromethylation of aromatic aldehydes catalyzed by combinatorial catalysts

Journal

TETRAHEDRON
Volume 63, Issue 29, Pages 6822-6826

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.04.068

Keywords

trifluoromethylation; disodium (R)-binaphtholate; chiral quaternary ammonium salt; enantioselectivity; aldehyde

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A new combinatorial catalyst system containing the disodium (R)-binaphtholate prepared in situ and a chiral quaternary ammonium salt was developed for enantioselective trifluoromethylation of aromatic aldehydes in up to 71% ee. A possible intermediate for the binaphtholate activation of the TMSCF3 and a catalytic cycle were proposed based on the experiments. (c) 2007 Elsevier Ltd. All rights reserved.

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