1: TBAF / tetrahydrofuran / 73 °C 2: 96 percent / NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 3: (COCl)2 / toluene; dimethylformamide / 1 h 4: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 5: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 6: NEt3 / CH2Cl2 7: 85 percent / NaN3; 15-crown-6; DMPU View Scheme

1: TBAF / tetrahydrofuran / 73 °C 2: 96 percent / NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 3: (COCl)2 / toluene; dimethylformamide / 1 h 4: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 5: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 6: NEt3 / CH2Cl2 7: 85 percent / NaN3; 15-crown-6; DMPU 8: 59 percent / 2-OH-pyridine; NEt3 9: H2; aq. HCl / Pd/C / methanol View Scheme

1: TBAF / tetrahydrofuran / 73 °C 2: 96 percent / NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 3: (COCl)2 / toluene; dimethylformamide / 1 h 4: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 5: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 6: NEt3 / CH2Cl2 7: 85 percent / NaN3; 15-crown-6; DMPU 8: 59 percent / 2-OH-pyridine; NEt3 View Scheme