Palladium-catalyzed allylic alkylation using chiral P,O-ligands synthesized via sulfonamide directed ortho-lithiation

An efficient approach for the synthesis of chiral P,O-ligands containing sulfonamide and phosphine moieties is designed. The introduction of the chirality is achieved through different stereogenic groups attached to the sulfonamide nitrogen. The highly effective sulfonamide directed ortho-lithiation and the subsequent reaction with ClPPh2 is the key step in the synthesis of the ligands. The prepared P,O-compounds are applied in Pd-catalyzed asymmetric allylic alkylation (AAA) under optimized conditions, to obtain high degrees of enantioselectivity.