10.1021/jo200703j.s003 Illia Panov Illia Panov Pavel Drabina Pavel Drabina Zdeňka Padělková Zdeňka Padělková Petr Šimůnek Petr Šimůnek Miloš Sedlák Miloš Sedlák Highly Enantioselective Nitroaldol Reactions Catalyzed by Copper(II) Complexes Derived from Substituted 2-(Pyridin-2-yl)imidazolidin-4-one Ligands American Chemical Society 2011 LigandsTen imidazolidin ligand Derived complex Pyridin aldehyde Enantioselective Nitroaldol Reactions Catalyzed nitromethane nitroaldol Substituted ee Complexe pyridin Henry configuration enantioselective catalysts analysis syn arrangement nitroalkanol NOESY experiments Cu 2011-06-03 00:00:00 Dataset https://acs.figshare.com/articles/dataset/Highly_Enantioselective_Nitroaldol_Reactions_Catalyzed_by_Copper_II_Complexes_Derived_from_Substituted_2_Pyridin_2_yl_imidazolidin_4_one_Ligands/2645200 Ten optically pure substituted 2-(pyridin-2-yl)imidazolidin-4-ones, <b>1a</b>–<b>d</b>, <b>2a</b>–<b>4a</b>, and <b>2b</b>–<b>4</b><b>b</b>, were prepared and characterized. The absolute configurations of individual ligands were determined by X-ray analysis or NOESY experiments. The Cu(II) complexes of the respective ligands were studied as enantioselective catalysts of the nitroaldol (Henry) reaction of aldehydes with nitromethane, giving the corresponding substituted 2-nitroalkanols. In the case of an anti arrangement of the imidazolidin-4-one ring, the obtained result was 91–96% ee, whereas in the case of syn arrangement, a significant drop to 25–27% ee was observed.