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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 TMSCF 3 and a catalytic cycle were proposed based on the experiments.
Enantioselective addition of trimethylsilyl cyanide to ketones by a catalytic double-activation method is described. By combinatorially using 2.0mol% of a chiral salen-titanium complex and 1.0mol% of an achiral tertiary amine N-oxide, aromatic, aliphatic and α,β-unsaturated ketones are converted into corresponding cyanohydrin trimethylsilyl ethers with 50–93% yield and 59–86% ee. The effects of ligand...
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