Two different families of peptidomimetics have been synthesized and used as chiral selectors for enantioselective chromatography. The functionalization of compounds with multiple nitrogen atoms allows their use in the preparation of chiral stationary phases (CSPs), with acrylic or styril comonomers, in both bead and monolithic formats. Some of these separation media, having the appropriate morphological properties for their use in chromatographic columns, were able to efficiently discriminate enantiomers of aminoacid derivatives and pharmaceuticals such as Oxazepam.