Computation of Case Study Structures. Each case study is adapted from a literature data set or series of literature data sets. Protein and enzyme structures were obtained from the RCSB Protein Data Bank (PDB). A subset of 1,1'-bi-2-napthol (BINOL) and 1,1′-spirobiindane-7,7′diol (SPINOL) catalysts were selected from a published computational study on BINOL catalysts to represent a diverse set of substituent steric environments. Initial structures of all chiral phosphoric acid (CPA) catalysts were optimized by xTB-GFN2 using the ALPB solvation method in dichloromethane. All 3D images are generated in UCSF Chimera.