Statistical Modeling for the Substrate-Catalyst Relationship. Having evaluated the scope of the reaction using a singular catalyst, the nature of the structure-enantioselectivity relationship as it relates to both the substrate and catalyst was not obvious. We were especially interested in the role of the cinchona-phosphinate in catalyzing a highly enantioselective reaction for an unusual reactant. We deployed an arsenal of mechanistic and data-driven techniques to probe how the catalyst operates and what substrate features are required to achieve high enantioselectivity.