Comparing the QM-based calculations to reaction outcomes reported in Reaxys the results are somewhat worse with accuracies of 63 % for β-selectivity using the neutral pathway and 29 % for α-selectivity using the cationic pathway. The performance is not improved for reaction subsets where the reaction conditions are better established or the Pd-ligand corresponds exactly to the one used in our QM-methodology. Our method predicts regioisomer mixtures in about 30 % of the cases and one likely source of discrepancy is that such mixtures are rarely reported in the literature as discussed above, or that the regiospecific outcome is optimized using reaction conditions that are not accounted for in our model. Furthermore, the difference between a 95/5 and 50/50 product ratio, where the former is clearly regioselective, is only a few kJ/mol -a level of accuracy that is difficult to obtain. A list of included precatalysts in the dataset: