The cholesteryl phenylboronic acid (1) and its complexes with mono saccharides (2:1; 1/monosaccharide) were prepared. Many of the isolated complexes form gels in a variety of solvents, some of which display D vs L chiral discrimination. This is the first example of chiral discrimination in a saccharide based gel system.
James, T. D., Murata, K., Harada, T., Ueda, K., & Shinkai, S. (1994). Chiral discrimination of monosaccharides through gel formation. Chemistry Letters, 2, 273-276. https://doi.org/10.1246/cl.1994.273