1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; Inert atmosphere; 2: With tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78 - 20°C; 16 h; Inert atmosphere; 3: With hydrogenchloride; water in tetrahydrofuran; hexane; water Inert atmosphere;

1: 92 percent / PdCl2(PhCN)2; CuI; NH(i-Pr)2 / P(t-Bu)3 / tetrahydrofuran 2: 95 percent / K2CO3 / methanol; CH2Cl2 / 0.5 h / 25 °C 3: 71 percent / H2O; [tris(1-pyrazolyl)borate]RuPPh3(CH3CN)2PF6 / various solvent(s) / 24 h / 100 °C View Scheme

tert.-butyl lithium; sulfur 1) ether, pentane; 2) ether, pentane, rt; Yield given. Multistep reaction;

[K(OEt2)][Mo(CPh)(triphenylsilanolate)4] in toluene T=20°C; Inert atmosphereMolecular sieve;

1.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -80 °C 1.2: 71 percent / tetrahydrofuran; pentane / 12 h / 20 °C 2.1: 75 percent / Et3N / PdPhCH2Cl(Ph3P)2 / tetrahydrofuran / Heating View Scheme