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Synthesis and application of new iminopyridine ligands to enantioselective copper(II)-catalyzed Henry reaction

Solinas, Maurizio and Sechi, Barbara and Baldino, Salvatore and Chelucci, Giorgio Adolfo (2013) Synthesis and application of new iminopyridine ligands to enantioselective copper(II)-catalyzed Henry reaction. Journal of molecular catalysis A: Chemical, Vol. 378 , p. 206-212. ISSN 1381-1169. Article.

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DOI: 10.1016/j.molcata.2013.06.008

Abstract

Chiral iminopyridines obtained by reaction between a variety of chiral amines and pyridyl aldehydes or ketones were assessed as catalysts in the enantioselective Henry reaction between nitromethane and 2-methoxybenzaldehyde in the presence of copper(II) acetate. 1-(2-Methoxyphenyl)-2-nitroethanol was obtained in moderate yields and good enantioselectivities (up to 82% ee) under straightforward experimental conditions without the need for air or moisture exclusion. The best enantioselectivity (82% ee) was obtained by an iminopyridine based on a camphane skeleton.

Item Type:Article
ID Code:9881
Status:Published
Refereed:Yes
Uncontrolled Keywords:Chiral iminopyridines, enantioselective Henry reaction, asymmetric catalysis, β-Nitroalcohols, Copper(II)-catalysts Cu(OAc)2·H2O
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01-a Nuovi Dipartimenti dal 2012 > Agraria
Publisher:Elsevier
ISSN:1381-1169
Deposited On:17 Jun 2014 10:43

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