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Molecules 2017, 22(8), 1328;

Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions

Departamento de Química, Centro de Investigación y de Estudios Avanzados, Avenida IPN 2508, Ciudad de México 07360, Mexico
El Colegio Nacional, Luis González Obregón 23, Centro Histórico, Ciudad de México 06020, Mexico
Author to whom correspondence should be addressed.
Received: 7 June 2017 / Revised: 24 July 2017 / Accepted: 27 July 2017 / Published: 10 August 2017
(This article belongs to the Collection Recent Advances in Organocatalysis)
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The application of six novel α,β-dipeptides as chiral organocatalysts in the asymmetric Michael addition reaction between enolizable aldehydes and N-arylmaleimides or nitroolefins is described. With N-arylmaleimides as substrates, the best results were achieved with dipeptide 2 as a catalyst in the presence of aq. NaOH. Whereas dipeptides 4 and 6 in conjunction with 4-dimethylaminopyridine (DMAP) and thiourea as a hydrogen bond donor proved to be highly efficient organocatalytic systems in the enantioselective reaction between isobutyraldehyde and various nitroolefins. View Full-Text
Keywords: peptides; Michael addition; asymmetric organocatalysis; solvent-free reactions peptides; Michael addition; asymmetric organocatalysis; solvent-free reactions

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Avila-Ortiz, C.G.; Díaz-Corona, L.; Jiménez-González, E.; Juaristi, E. Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions. Molecules 2017, 22, 1328.

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