Palladium-Catalyzed Enantioselective C-H Olefination of Diaryl Sulfoxides through Parallel Kinetic Resolution and Desymmetrization

The first example of Pd-II-catalyzed enantioselective C-H olefination with non-chiral or racemic sulfoxides as directing groups was developed. A variety of chiral diaryl sulfoxides were synthesized with high enantioselectivity (up to 99%) through both desymmetrization and parallel kinetic resolution (PKR). This is the first report of Pd-II-catalyzed enantioselective C(sp(2))-H functionalization through PKR, and it represents a novel strategy to construct sulfur chiral centers.