1: 100 percent / H2 / Pd/C / ethyl acetate 2: (COCl)2 / toluene; dimethylformamide / 1 h 3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 5: NEt3 / CH2Cl2 6: 85 percent / NaN3; 15-crown-6; DMPU View Scheme

1: 100 percent / H2 / Pd/C / ethyl acetate 2: (COCl)2 / toluene; dimethylformamide / 1 h 3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 5: NEt3 / CH2Cl2 6: 85 percent / NaN3; 15-crown-6; DMPU 7: 59 percent / 2-OH-pyridine; NEt3 8: H2; aq. HCl / Pd/C / methanol View Scheme

1: 100 percent / H2 / Pd/C / ethyl acetate 2: (COCl)2 / toluene; dimethylformamide / 1 h 3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 5: NEt3 / CH2Cl2 6: 85 percent / NaN3; 15-crown-6; DMPU 7: 59 percent / 2-OH-pyridine; NEt3 View Scheme