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The construction of quaternary stereocenters by the Henry reaction: circumventing the usual reactivity of substituted glyoxals
Authors:Blay Gonzalo  Hernández-Olmos Víctor  Pedro José R
Affiliation:Departament de Química Orgànica, Facultat de Química, Universitat de València, C/Dr. Moliner 50, Burjassot (València), Spain. gonzalo.blay@uv.es
Abstract:The enantioselective Henry reaction between alkyl‐ and arylglyoxal hydrates and nitromethane catalyzed by CuII–iminopyridine complexes takes place regioselectively on the ketone carbonyl group to give chiral tertiary nitroaldols with high functional group density and enantiomeric excesses of up to 96 %. Both aromatic and aliphatic glyoxals are suitable substrates for this reaction.
Keywords:asymmetric catalysis  copper  Henry reaction  N ligands  nucleophilic addition
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