Asymmetric ion pairing catalysis, a prominent form of noncovalent organocatalysis, takes advantage of specifically charged intermediates or reagents. By forming ion pairs between the catalyst and the substrate, reactivity and selectivity can be significantly enhanced. The emergence of chiral ion pairs has played a pivotal role in the development of asymmetric catalysis, enabling precise control and improving reactivity across a diverse range of chemical reactions. However, the pursuit of a general approach to achieving exceptional enantioselectivity in asymmetric ion pairing catalysis faces notable challenges stemming from the inherent directionless nature associated with ion pairing interactions, in contrast to the discernible behaviour exhibited by hydrogen bonding and covalent interactions. Enantioselective ion pairing catalysis encompasses a diverse array of small organic molecules, amongst which quaternary ammonium salts have emerged as the most extensively studied class of chiral phase-transfer catalysts (PTCs).