Fig. 4: Palladium-catalyzed 1,4-diarylation of unactivated trisubstituted alkenes.

Reaction conditions: alkene 5 (1.0 equiv, 0.20 mmol), aryl diazonium salt 2a (2.0 equiv, 0.40 mmol), arylboronic acid 3 (3.0 equiv, 0.60 mmol), [Pd(allyl)Cl]₂ (2.5 mol %, 0.005 mmol), L3 (10 mol %, 0.02 mmol), A5 (16 mol %, 0.032 mmol), and Ag₂CO₃ (1.0 equiv, 0.20 mmol) in DME/1,4-Dioxane (0.4 mL (v/v = 1/3), 0.5 M) at 25 °C. Isolated yields were reported, and the ee values were determined by chiral HPLC.