1: H2 / Pd/C 2: 1) PhLi, 2)B(OMe)3, aq. AcOOH View Scheme

trifluoroacetic acid in dichloromethane Reflux;

peracetic acid; boric acid trimethyl ester; phenyllithium 1.) THF, 0 deg C, 1 h; 2.) -70 deg C, 3 h; 3.) 0 deg C, 1 h; Yield given. Multistep reaction;

tetrafluoroboric acid in diethyl ether; dichloromethane 1 h; Ambient temperature;

methanol in benzene T=-15 - 20°C;

1: 65 percent / HBF4 / CH2Cl2; diethyl ether / 1 h / Ambient temperature 2: 82 percent / 1.) n-butyllithium; 2.) I2 / tetrahydrofuran / 0.75 h / -70 °C 3: 80 percent / NiCl2*6H2O, PPh3, Zn / dimethylformamide / 1.5 h / 50 °C View Scheme