1.1: 100 percent / Et3N / PdCl2(PPh3)2; CuI / 3 h / 50 °C 2.1: BuLi / tetrahydrofuran / 0.75 h / -78 °C 2.2: 1.33 g / tetrahydrofuran / 12 h / 20 °C View Scheme

1: 3-[4-fluorophenyl]-2-propyn-1-ol With n-butyllithium in tetrahydrofuran T=-78°C; 0.75 h; 2: ethyl bromoacetate in tetrahydrofuran T=20°C; 12 h;

1.1: aq. KOH / methanol / 12 h 2.1: 1.25 g / [2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium]*BF4; (i-Pr)2NEt / CH2Cl2 / 12 h 3.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C 3.2: 64 percent / hexane; tetrahydrofuran / -78 - 20 °C View Scheme