1: 95 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr 2: 95 percent / NaOH / methanol; H2O 3: 95 percent / EtO2C-N=N-CO2Et, ZnCl2, PBu3 / 3 h / 20 °C 4: 90 percent / K2CO3 / methanol / 1 h / 20 °C 5: 81 percent / Na / NH3 View Scheme

1: 98 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr 2: 99 percent / NaOH / methanol; H2O 3: 100 percent / Et3N / tetrahydrofuran 4: 97 percent / K2CO3 / methanol / 1 h / 20 °C 5: 77 percent / Na / liquid ammonia 6: 91 percent / NaBH4 View Scheme

1: 95 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr 2: 95 percent / NaOH / methanol; H2O 3: 95 percent / EtO2C-N=N-CO2Et, ZnCl2, PBu3 / 3 h / 20 °C 4: 90 percent / K2CO3 / methanol / 1 h / 20 °C 5: 81 percent / Na / NH3 6: 95 percent / NaBH4 View Scheme

Multi-step reaction with 4 steps 1: 98 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr2: 99 percent / NaOH / methanol; H2O3: 100 percent / Et3N / tetrahydrofuran4: 97 percent / K2CO3 / methanol / 1 h / 20 °C  

 in  dimethyl sulfoxide T=80°C; 3 h;   

Multi-step reaction with 2 steps 1: 63 percent / LiCl, p-benzoquinone, glacial acetic acid / Pd(OAc)2 / acetic acid / 36 h2: 79 percent / dimethylsulfoxide / 3 h / 80 °C