An expedient and short synthesis of chiral alpha-hydrazinoesters: synthesis and conformational analysis of 1:1 [alpha/alpha-N-alpha-hydrazino]mers.
Fiche publication
Date publication
juin 2012
Auteurs
Membres identifiés du Cancéropôle Est :
Dr VANDERESSE Régis
Tous les auteurs :
Moussodia RO, Acherar S, Bordessa A, Vanderesse R, Jamart-Gregoire B
Lien Pubmed
Résumé
Different alpha-hydrazinoesters with high optical purity have been obtained in large scale via an S(N)2 protocol. A coupling reaction with a natural amino acid leads to the corresponding dimers, which have been oligomerized in order to obtain the 1:1 [alpha/alpha-N-alpha-hydrazino]mer series. Conformational studies show that these mixed oligomers are self-organized in solution via a succession of gamma-turn and hydrazinoturn whatever the absolute configuration of the chiral carbons. (C) 2012 Elsevier Ltd. All rights reserved.
Référence
. 2012 Jun 17;68(24):4682-92.