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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 182, 2007 - Issue 2
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Original Articles

Synthesis and Thermal Isomerization of Carboxylic and Phosphonic α-Aminoesters Substituted With a Triazole Ring

S. Achamlale Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
H. Mabrouk Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
A. Elachqar Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
A. El Hallaoui Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
S. El Hajji Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
A. Alami Laboratoire de Chimie Organique, Université sidi Mohamed Ben Abdellah, Fès-Atlas, Maroc
,
J. Bellan Laboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, Université Paul Sabatier, Toulouse, France
,
M. R. Mazières Laboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, Université Paul Sabatier, Toulouse, France
,
J. G. Wolf Laboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, Université Paul Sabatier, Toulouse, France
&
M. Pierrot Laboratoire de Bioinorganique Structurale, Université d'Aix-Marseille, F.S.T. St Jérôme, Escadrille Normandie Niemen, Marseille, France
 show all
Pages 357-367 | Received 14 Feb 2006, Accepted 09 Jul 2006, Published online: 18 Feb 2007
 
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Abstract

Thermal isomerization of phosphonic α-aminoesters bearing a 4,5-carboxymethyltriazole ring in α position is described. The results are analyzed by 31P, 1H, and 13C NMR spectroscopy and X-ray crystallography. The same phenomenon is also observed in the case of carboxylic amino acids analogs. It does not occur with triazoles bearing a substituent other than carboxymethyl.

Acknowledgments

We thank PARS-Maroc for their financial support.

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