These results seem to suggest that the thermodynamic equilibrium described in Scheme 2 strongly impacts the lithiated quinoline species' 1a aggregation with the chiral transfer reagent, and these provoked changes result in the enhanced enantioselectivity towards BDQ (3). While this result was surprising, the unwanted retro-addition and ketone 2 enolization issue needed to be addressed to ensure good overall starting material consumption. It was hypothesized that the use of different solvents could allow the course of this reaction at -40 °C while keeping high conversion rates of the starting materials 1 and 2 and thus we turned our attention there next.