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Chemoselective reduction of ketones: trifluoromethylketones versus methylketones

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
46
Issue
9
Identifiers
DOI: 10.1016/j.tetlet.2005.01.013
Keywords
  • Chemoselective Reduction
  • Trifluoromethylketones
  • Methylketones
  • Diethylzinc

Abstract

Abstract Treatment of an equimolar mixture of trifluoromethylketones (TFMKs) and methylketones (MKs) with Et 2Zn resulted in selective reduction of the TFMKs in good yield. In contrast, treatment of an equimolar mixture of TFMKs and MKs with NaBH 4 in the presence of CeCl 3 in EtOH/H 2O (10:1) at −10 °C reduced only the MKs.

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