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Réduction de pyridines pour la synthèse de Building-Blocks chiraux : peptidomimétiques de type imidazolique : synthèse et application à la synthèse d'analogues d'intérêt

Abstract : Two different topics will be discussed in this work.In the first part has been studied the possibility to obtain chiral building-blocks from pyridine. For this purpose, we intially developed an original method for quartenization of pyridium and imidazolium salts through a Mitsonubu reaction. Then, 2-aminopyridines were substituted and then engaged in a quaternization-reduction reaction, leading to satured compounds. Unfortunately, these compounds have not leaded to targeted linear building-blocks.In a second part, we have been interested in the deveopment of a new peptidomimetic family in which the amide bond is replaced by an imidazole ring, extension of previous work in our research group. Initially we focused on the development of conditions leading to considered mimic. This methodology has allowed us the synthesis of several dipetides incorporating our mimic with good results. The determination of acido-basic properties of these structures has also been investigated.
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  • HAL Id : tel-00581586, version 1

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Sylvain Petit. Réduction de pyridines pour la synthèse de Building-Blocks chiraux : peptidomimétiques de type imidazolique : synthèse et application à la synthèse d'analogues d'intérêt. Autre. INSA de Rouen, 2010. Français. ⟨NNT : 2010ISAM0029⟩. ⟨tel-00581586⟩

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