Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Iron-Catalyzed Asymmetric Nitro-Mannich Reaction

Iron-Catalyzed Asymmetric Nitro-Mannich Reaction
Jacek Mlynarski, Agata Dudek
The first enantioselective addition of nitroalkanes to imines (nitro-Mannich reaction), mediated by an iron(II) catalyst assembled by a hindered hydroxyethyl-pybox ligand, is described. This valuable carbon–carbon bond-forming reaction proceeds smoothly at room temperature to afford enantioenriched β-nitro amines in good yields and high enantioselectivity, up to 98% with unprecedentedly low iron catalyst loading (5 mol %).

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01786

DOI: 10.1021/acs.joc.7b01786

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