1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine in ethylene glycol T=145°C; Heck reaction; Inert atmosphere; regioselective reaction;

potassium carbonate; Tedicyp; bis(η3-allyl-μ-chloropalladium(II)) in N,N-dimethyl-formamide T=130°C; Heck reaction; 20 h;

pyridinium chlorochromate in dichloromethane T=0 - 20°C;

1.1: 90 percent / p-toluenesulfonic acid / benzene / Heating 2.1: n-butyllithium / petroleum ether / 1 h / -78 °C 2.2: 35 percent / petroleum ether; diethyl ether / 1 h / -78 °C 3.1: 80 percent / pyridinium chlorochromate / CH2Cl2 / 0 - 20 °C View Scheme

1.1: n-butyllithium / petroleum ether / 1 h / -78 °C 1.2: 35 percent / petroleum ether; diethyl ether / 1 h / -78 °C 2.1: 80 percent / pyridinium chlorochromate / CH2Cl2 / 0 - 20 °C View Scheme

palladium diacetate; 1,3-bis-(diphenylphosphino)propane; acetic acid; triethylamine 1.) DMF, 80 deg C, 24 h, 2.) DMF, 80 deg C, 2 h; Yield given. Multistep reaction;