Binol Based Chirality Conversion Reagents for Underivatized Amino Acids

Abstract

Four binol based pyrrole carboxamide chiral receptors has been synthesized and effectively used as a Chirality Conversion Reagent (CCR) for underivatized amino acids. Three points of interactions take place for the conversion process. They are the reversible imine formation, the internal resonance assisted Hydrogen Bonding (RAHB) and the additional hydrogen bonds between the amino acids and the heterocylic moiety of the pendant groups. The conversion efficiency of all the receptors was found to be comparable with those of the receptors reported earlier.