1: 10percent aq. AcOH / acetone / 14 h / 25 °C 2: 5percent NaOMe / methanol / 2 h / 25 °C 3: Na / liquid ammonia / 0.5 h / -78 °C View Scheme

Multi-step reaction with 6 steps 1: KF / 18-crown-6 / dimethylformamide / 3.5 h / 2 °C2: Ac2O / p-TsOH*H2O / 1.5 h / 25 °C3: 78 percent / KF / 18-crown-6 / tetrahydrofuran / 1 h / 2 °C4: 28percent aq. NH4OH / aq. ethanol / 0.5 h / 25 °C5: CSA / CH2Cl2 / 1 h / 25 °C6: n-Bu3SnH, AIBN / toluene / 0.33 h / 110 °C  

Multi-step reaction with 5 steps 1: Ac2O / p-TsOH*H2O / 1.5 h / 25 °C2: 78 percent / KF / 18-crown-6 / tetrahydrofuran / 1 h / 2 °C3: 28percent aq. NH4OH / aq. ethanol / 0.5 h / 25 °C4: CSA / CH2Cl2 / 1 h / 25 °C5: n-Bu3SnH, AIBN / toluene / 0.33 h / 110 °C