An expedient and short synthesis of chiral α-hydrazinoesters: Synthesis and conformational analysis of 1:1 [α/α-N α-hydrazino]mers
Different α-hydrazinoesters with high optical purity have been obtained in large scale via an SN2 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 [α/α-Nα- hydrazino]mer series. Conformational studies show that these mixed oligomers are self-organized in solution via a succession of γ-turn and hydrazinoturn whatever the absolute configuration of the chiral carbons.