1: 62 percent / cyclohexene; BH3*Me2S / tetrahydrofuran / 12 h / -15 - 20 °C 2: H2 View Scheme

dimethylsulfide borane complex; cyclohexene in tetrahydrofuran T=-15 - 20°C; 12 h;

1: B(C6H11)2H / tetrahydrofuran 2: 94 percent / HCOOH / H2O / 3 h / 80 °C 3: 83 percent / CuI; Ph3P; K2CO3 / Pd/C / 1,2-dimethoxy-ethane / 16 h / Heating 4: 92 percent / NaH / toluene / 2 h / Heating View Scheme