The Synthesis of Homochiral Hybrid Diamines Derived from 1,1-Binaphthyl2,2-diamine and (alpha)-Amino Acids

A convenient procedure for the preparation of homochiral diamines is presented. Coupling of racemic l,lʹ-binaphthyl2,2ʹ-diamine with natural N-protected amino acids afforded the corresponding diastereomeric precursors which, following chromatographic separation and deprotection, gave the desired products in good yields. These compounds, called herein hybrid compounds, possess two different stereogenic elements, i.e., the centre containing the L-amino acid residues and the C2 axis, resulting from the l.lʹ-binaphthyl moiety.