One pioneering study in the field of mechanistic transferability for enantioselectivity prediction was published by Reid et al. in 2019. The authors manually combined 367 different published reactions of BINOL-phosphoric acid catalysed nucleophilic additions to imines, comprising alcohols, thiols, phosphonates, diazoacetamides, peroxides, benzothiazolines and more as nucleophiles. Apart from reactant classes, the reactions also vary in additives, and solvent among others. Since these reactions all adhere to the same mechanism of enantioinduction, the authors chose to consider them in the same ML campaign, even though the nucleophiles vary significantly. As descriptors, the authors used the overlapping features of nucleophiles, imines and catalysts to derive steric and electronic parameters (vide supra) as well as topological descriptors for solvents, where less structural overlap is present .