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Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds Promoted by Nickel Nanoparticles

Francisco Alonso, Iñaki Osante, Miguel Yus*

*Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Química Orgánica (ISO), Universidad de Alicante, Apdo 99, 03080 Alicante, Spain, Email: yusua.es

F. Alonso, I. Osante, M. Yus, Synlett, 2006, 3017-3020.

DOI: 10.1055/s-2006-951494


Abstract

A system composed of nickel(II) chloride, lithium metal, a catalytic polymer-supported arene, and ethanol, has been efficiently applied to the conjugate reduction of various α,β-unsaturated carbonyl compounds under very mild reaction conditions.

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Details

The authors described a new reducing system, based on the in situ generation of nickel(0) nanoparticles and molecular hydrogen, which has been successfully applied to the selective conjugate reduction of a,b-unsaturated ketones and carboxylic acid derivatives. Good to excellent yields of the products were obtained under very mild reaction conditions.


Key Words

conjugate reduction, ketones, carboxylic acid derivatives, nickel, lithium, nanoparticles


ID: J60-Y2006-4750