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Issue 3, 2008
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Enantioselective addition of nitromethane to α-keto esters catalyzed by copper(II)–iminopyridine complexes

Gonzalo Blay,*a  Victor Hernández-Olmosa  and  José R. Pedro*a 
Author affiliations

* Corresponding authors

a Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, E-46100-Burjassot, València, Spain
E-mail: gonzalo.blay@uv.es, jose.r.pedro@uv.es
Fax: +34 963544328
Tel: +34 963544336

Abstract

The copper complex of a chiral iminopyridine easily prepared from (R)-(−)-fenchone and picolylamine catalyzes the enantioselective Henry (nitroaldol) reaction between nitromethane and α-keto esters. Good yields and modest to good enantioselectivities are obtained for a wide range of α-keto esters, bearing aromatic, alkyl or alkenyl groups attached to the ketone carbonyl group.

Graphical abstract: Enantioselective addition of nitromethane to α-keto esters catalyzed by copper(ii)–iminopyridine complexes

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Publication details

The article was received on 25 Oct 2007, accepted on 23 Nov 2007 and first published on 12 Dec 2007


Article type: Paper
DOI: 10.1039/B716446G
Citation: Org. Biomol. Chem., 2008,6, 468-476
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    Enantioselective addition of nitromethane to α-keto esters catalyzed by copper(II)–iminopyridine complexes

    G. Blay, V. Hernández-Olmos and J. R. Pedro, Org. Biomol. Chem., 2008, 6, 468
    DOI: 10.1039/B716446G

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