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Enantioselective michael additions of nitromethane to α,β-unsaturated ketones catalyzed by transition metal complexes with chiral nitrogen ligands

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Abstract

Nickel(II) complexes with chiral chelating nitrogen ligands such as 2,2'-bipyridines, 1,10-phenanthrolines and 1,2-diamino compounds are satisfactory catalysts for the Michael addition of nitromethane to benzalacetone, chalcone and 2-cyclohexenone. Only the catalytic system derived from Ni(acac)2 and (+)-(S)-2-(anilinomethyl)pyrrolidine gave both good catalytic activity and asymmetric induction up to 24%.

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