TADDOLP(O)H; [Pd(OAc)2] in tetrahydrofuran T=60°C; Kumada cross-coupling; 20 h;

potassium fluoride; biphenyl-2-yl-di-tert-butyl-phosphane; palladium diacetate in tetrahydrofuran T=22°C; Suzuki cross-coupling; 4 h;

potassium carbonate; bis(dibenzylideneacetone)-palladium(0) in water; acetone 18 h; Heating;

1: 5-chloro-1,3-dimethoxybenzene With tetrahydroxydiboron; ethanol; (X-phos)palladium(II) phenethylamine chloride; potassium acetate; sodium t-butanolate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl T=80°C; 2 h; Inert atmosphere; 2: 4-methyl-chlorobenzene With potassium carbonate in ethanol; water T=80°C; Suzuki-Miyaura reaction; 15 h; Inert atmosphere;

1: 1.) Mg; 2.) I2 / 1.) THF, reflux, 36 h; 2.) THF, 2 h 2: 84.5 percent / K2CO3 / Pd(DBA)2 / acetone; H2O / 18 h / Heating View Scheme

palladium diacetate; potassium carbonate in 2-methoxy-ethanol; water T=21°C; Suzuki coupling; 0.5 h;

Yield given. Multistep reaction;

potassium permanganate in pyridine; water T=100°C; 3 h;