1: methyllithium With cerium(III) chloride in tetrahydrofuran; diethyl ether T=-78°C; 1 h; 2: 2-(2-aminophenyl)-3-methyl-2-cyclopentene-1-one in tetrahydrofuran; diethyl ether T=-78°C; 2 h; 3: With hydrogenchloride in water 0.05 h;

cerium(III) chloride in tetrahydrofuran; diethyl ether T=-78°C; 2 h;

1: 73 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 12 h / 95 °C 2: 64 percent / CeCl3 / tetrahydrofuran; diethyl ether / 2 h / -78 °C View Scheme

1.1: nBuLi / tetrahydrofuran / 1 h / -78 °C 1.2: B(OiPr)3 / tetrahydrofuran / 1.5 h / -78 - -30 °C 1.3: 94 percent / aq. HCl / tetrahydrofuran 2.1: 73 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 12 h / 95 °C 3.1: 64 percent / CeCl3 / tetrahydrofuran; diethyl ether / 2 h / -78 °C View Scheme

1.1: Na2CO3 / Pd(PPh3)4 2.1: CeCl3 2.2: HCl View Scheme