Iron-Catalyzed Asymmetric Nitro-Mannich Reaction

Iron-Catalyzed Asymmetric Nitro-Mannich Reaction

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...

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Veröffentlicht in:Journal of organic chemistry 2017-10, Vol.82 (20), p.11218-11224
Hauptverfasser: Dudek, Agata, Mlynarski, Jacek
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container_title Journal of organic chemistry
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creator Dudek, Agata
Mlynarski, Jacek
description 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 %).
doi_str_mv 10.1021/acs.joc.7b01786
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title Iron-Catalyzed Asymmetric Nitro-Mannich Reaction
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