1: boron trifluoride etherate / 1 h / Heating 2: perchloric acid / 2 h / Ambient temperature 3: 6 N HCl / 2 h / 60 °C 4: t-BuOK, ammonia / 1 h / -33 °C / Irradiation 5: boron trifluoride etherate / 1 h / Heating 6: 85 percent / K2CO3 / dimethylformamide / 80 °C 7: 70 percent / LiAlH4 / tetrahydrofuran / Ambient temperature View Scheme

1: perchloric acid / 2 h / Ambient temperature 2: 6 N HCl / 2 h / 60 °C 3: t-BuOK, ammonia / 1 h / -33 °C / Irradiation 4: boron trifluoride etherate / 1 h / Heating 5: 85 percent / K2CO3 / dimethylformamide / 80 °C 6: 70 percent / LiAlH4 / tetrahydrofuran / Ambient temperature View Scheme

1: 85 percent / K2CO3 / dimethylformamide / 80 °C 2: 70 percent / LiAlH4 / tetrahydrofuran / Ambient temperature View Scheme

sodium hydroxide; dihydrogen peroxide; diborane 1.) THF, RT, 2 h, 2.) THF, from 0 deg C to RT, overnight; Yield given. Multistep reaction;

pyridinium chlorochromate in dichloromethane Ambient temperature;

in dimethyl sulfoxide T=20°C; 24 h;

1: 10 mg / dimethylsulfoxide / 24 h / 20 °C 2: 85 percent / LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C 3: 89 percent / I2, AcONa / ethanol / 2 h / Heating 4: 98 percent / 0.08 h / 308 - 310 °C View Scheme