1: 90 percent / H2 / Pd/C / methanol / 48 h / 20 °C 2: BH3*SMe2 / tetrahydrofuran / Heating View Scheme

1: 86 percent / (Cy3P)2Ru(=CHPh)Cl2 / toluene / 24 h / 60 °C 2: 90 percent / H2 / Pd/C / methanol / 48 h / 20 °C 3: BH3*SMe2 / tetrahydrofuran / Heating View Scheme

1: 89 percent / NaH / various solvent(s); tetrahydrofuran / 21 h / Heating 2: 86 percent / (Cy3P)2Ru(=CHPh)Cl2 / toluene / 24 h / 60 °C 3: 90 percent / H2 / Pd/C / methanol / 48 h / 20 °C 4: BH3*SMe2 / tetrahydrofuran / Heating View Scheme

1: 91 percent / PPh3; LiCl / Pd(OAc)2 / N,N-dimethyl-acetamide / 21 h / 100 °C 2: 89 percent / NaH / various solvent(s); tetrahydrofuran / 21 h / Heating 3: 86 percent / (Cy3P)2Ru(=CHPh)Cl2 / toluene / 24 h / 60 °C 4: 90 percent / H2 / Pd/C / methanol / 48 h / 20 °C 5: BH3*SMe2 / tetrahydrofuran / Heating View Scheme

1: 89 percent / nBu4NCl; NaHCO3 / Pd(OAc)2 / dimethylformamide / 40 °C 2: 75 percent / Ti(OiPr)4; NaBH4 / tetrahydrofuran / 7 h / Heating 3: 83 percent / t-BuONa; K2CO3; PPh3 / Pd(dba)2 / toluene View Scheme

1: 75 percent / Ti(OiPr)4; NaBH4 / tetrahydrofuran / 7 h / Heating 2: 83 percent / t-BuONa; K2CO3; PPh3 / Pd(dba)2 / toluene View Scheme

dimethylsulfide borane complex in tetrahydrofuran Heating;