Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones

The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of alpha-CF3 enolates allows for expeditious access to functionalized chiral building blocks with CF3-containing stereogenicity. The computational studies reveal that the choice of ligand in a designed palladium-complex system regulates the regioselectivity and stereoselectivity of the asymmetric allylic alkyation of alpha-CF3 ketones and Morita-Baylis-Hillman adducts.

Automated summary

The asymmetric introduction of the CF3 unit can modify pharmacokinetic properties and slow metabolic degradation in medicinal chemistry. Computational studies show that the choice of ligand in a designed palladium-complex system regulates the regioselectivity and stereoselectivity of the asymmetric allylic alkylation of alpha-CF3 ketones and Morita-Baylis-Hillman adducts.