Chemical reaction outcomes are often rationalized on the basis of independent analyses of steric and electronic effects. We applied three-dimensional free energy relationships correlating steric and electronic effects to design and optimize a ligand class for the enantioselective Nozaki-Hiyama-Kishi propargylation of ketones. The resultant mathematical model describing the steric and electronic parameter relationship is highly reliant on the synergistic interactions of these two effects.
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