This work communicates a single theory for the origin of stereoselection in Jacobsen's epoxidation and supports that theory with preliminary molecular mechanics calculations. Furthermore, we have discovered that DFT/dzvp gbs theory accurately reproduces crystal structure data, and that PM3(tm) methods subsequently reproduces DFT/dzvp gbs structures with only 0.05 variances in bond length. Work in progress will now apply these higher levels of theory to further explore the origin of stereoselection in Jacobsen's epoxidation.