A lipase-catalysed transesterification to effect a desymmetrisation has been used to produce chiral calixarene derivatives with enantiomer excesses (ee) of up to 100%.
Browne, J. K., McKervey, M. A., Pitarch, M., Russell, J. A., & Millership, J. S. (1998). Enzymatic synthesis of nonracemic inherently chiral calixarenes by lipase-catalysed transesterification. Tetrahedron Letters, 39(13), 1787–1790. https://doi.org/10.1016/S0040-4039(97)10865-6