Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1314322 | Journal of Fluorine Chemistry | 2012 | 7 Pages |
The Henry (nitroaldol) reaction of fluorinated nitro compounds with various aromatic aldehydes and a fluorinated aliphatic aldehyde to give β-fluoro-β-nitroalcohols which bearing a fluorinated quaternary carbon center was reported. The relative configuration of the major diastereoisomer of 2-fluoro-2-nitro-1-(4-nitrophenyl)-3-phenylpropanol (5bf) was determined by X-ray single crystal analysis.
Graphical abstractHenry reaction of α-fluoro nitro compounds with various aldehydes gave fluorinated nitroalcohols in moderate to good yields.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► An organocatalytic Henry reaction of fluoro nitro compounds was described. ► β-Fluoro-β-nitroalcohols bearing a fluorinated quaternary carbon center were obtained. ► The relative configurations of products were determined using X-ray and NMR analysis.