1: 98 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 2: 76 percent / Li, liq. NH3, t-BuOH / tetrahydrofuran / 0.5 h / -55 - -50 °C 3: 92 percent / aq. HCl / acetone / 1 h / 25 °C 4: 91 percent / CrO3, H2SO4 / acetone / 0.17 h / 0 - 5 °C 5: 80.3 percent / TsOH*H2O, formic acid / 7 h / 50 - 60 °C View Scheme

1: 1.) borane, 2.) 30percent aq. H2O2, NaOH / 1.) THF, 25 deg C, 48 h, 2.) THF, a) 25 deg C, 0.5 h, b) reflux, 1 h 2: 64 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature 3: 98 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 4: 76 percent / Li, liq. NH3, t-BuOH / tetrahydrofuran / 0.5 h / -55 - -50 °C 5: 92 percent / aq. HCl / acetone / 1 h / 25 °C 6: 91 percent / CrO3, H2SO4 / acetone / 0.17 h / 0 - 5 °C 7: 80.3 percent / TsOH*H2O, formic acid / 7 h / 50 - 60 °C View Scheme

1: 91 percent / CrO3, H2SO4 / acetone / 0.17 h / 0 - 5 °C 2: 80.3 percent / TsOH*H2O, formic acid / 7 h / 50 - 60 °C View Scheme

1: 92 percent / aq. HCl / acetone / 1 h / 25 °C 2: 91 percent / CrO3, H2SO4 / acetone / 0.17 h / 0 - 5 °C 3: 80.3 percent / TsOH*H2O, formic acid / 7 h / 50 - 60 °C View Scheme

1: 76 percent / Li, liq. NH3, t-BuOH / tetrahydrofuran / 0.5 h / -55 - -50 °C 2: 92 percent / aq. HCl / acetone / 1 h / 25 °C 3: 91 percent / CrO3, H2SO4 / acetone / 0.17 h / 0 - 5 °C 4: 80.3 percent / TsOH*H2O, formic acid / 7 h / 50 - 60 °C View Scheme

1: 1.) NaH / 1.) DMSO, 70 deg C, 1.5 h, 2.) 60 deg C, 5 h 2: 86 percent / conc. HCl / 5 h / Ambient temperature View Scheme

1: 87 percent / PDC / CH2Cl2 / 8 h / Ambient temperature 2: 1.) NaH / 1.) DMSO, 70 deg C, 1.5 h, 2.) 60 deg C, 5 h 3: 86 percent / conc. HCl / 5 h / Ambient temperature View Scheme

1: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 2: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C View Scheme

1: 90 percent / CrO3, pyridine / CH2Cl2 / 20 h / Ambient temperature 2: 92 percent / 57 percent NaH / dimethylsulfoxide; paraffin / 1.) 75 deg C; 2.) 60 deg C, 3 h 3: 83 percent / conc. HCl / acetone / 4.5 h / Ambient temperature View Scheme

1: 1.) Mg; 3.) hydrazine hydrate, hydrazine dihydrochloride; 4.) KOH 2: 90 percent / CrO3, pyridine / CH2Cl2 / 20 h / Ambient temperature 3: 92 percent / 57 percent NaH / dimethylsulfoxide; paraffin / 1.) 75 deg C; 2.) 60 deg C, 3 h 4: 83 percent / conc. HCl / acetone / 4.5 h / Ambient temperature View Scheme