An expedient and short synthesis of chiral α-hydrazinoesters: synthesis and conformational analysis of 1:1 [α/α-Nα-hydrazino]mers
Résumé
Different alpha-hydrazinoesters with high optical purity have been obtained in large scale via a SN2 protocol. A coupling reaction with a natural aminoacid leads to the corresponding dimers which have been oligomerized in order to obtain the 1:1 [alpha/alpha-Nalpha-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.
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