Publication: Chemoselective trifluoromethylation of the C=N group of alpha-iminoketones derived from arylglyoxals
Chemoselective trifluoromethylation of the C=N group of alpha-iminoketones derived from arylglyoxals
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Obijalska, E., Kowalski, M. K., Mlostoń, G., Linden, A., & Heimgartner, H. (2014). Chemoselective trifluoromethylation of the C=N group of alpha-iminoketones derived from arylglyoxals. Journal of Fluorine Chemistry, 168, 151–157. https://doi.org/10.1016/j.jfluchem.2014.09.002
Abstract
Abstract
Abstract
Chemoselective addition of (trifluoromethyl)trimethylsilane to the C=N group of N-(tert-butyl)-alpha-iminoketones in the presence of a fluoride ion as a catalyst was achieved under acidic conditions. Subsequent diastereoselective reductions of the obtained alpha-amino-alpha-(trifluoromethyl)ketones led to beta-amino-beta-(trifluoromethyl) alcohols in very good yields and high diastereoselectivities. Different reducing agents were tested; the reduction performed with LiAlH4 and Raney-Ni, respectively, afforded the desired diastereoisom
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- Obijalska, Emilia
- Kowalski, Marcin K
- Mlostoń, Grzegorz
- Heimgartner, Heinz
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Obijalska, E., Kowalski, M. K., Mlostoń, G., Linden, A., & Heimgartner, H. (2014). Chemoselective trifluoromethylation of the C=N group of alpha-iminoketones derived from arylglyoxals. Journal of Fluorine Chemistry, 168, 151–157. https://doi.org/10.1016/j.jfluchem.2014.09.002
