hydrogenchloride in methanol; chloroform 1 h; Ambient temperature;

potassium superoxide; 18-crown-6 ether in ethylene glycol dimethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide 6 h; Ambient temperature;

ammonium cerium(IV) nitrate in water; acetonitrile 4 h; Ambient temperature;

tetrabutyl ammonium fluoride in tetrahydrofuran 2 h; Ambient temperature;

1: 88 percent / KH (22percent) / benzene / 2 h / Heating 2: 87 percent / H2 / palladium black / methanol; acetic acid / 760 Torr / Ambient temperature 3: 1.) KH / 1.) benzene, room temp.; 2.) room temp., 2 h 4: 98 percent / HCl (6N) / tetrahydrofuran / 0.08 h / Ambient temperature 5: 1.) Pb(OAc)4; 2.) NaBH4 / 1.) benzene, room temp.; 2.) MeOH, THF, room temp. View Scheme

1: 80 percent / BF3 etherate / CHCl3 / 24 h 2: 90 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 16 h / Heating 3: 81 percent / potassium superoxide / 18-crown-6 / dimethylsulfoxide; dimethylformamide; 1,2-dimethoxy-ethane / 6 h / Ambient temperature View Scheme

1: 90 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 16 h / Heating 2: 81 percent / potassium superoxide / 18-crown-6 / dimethylsulfoxide; dimethylformamide; 1,2-dimethoxy-ethane / 6 h / Ambient temperature View Scheme

1: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT 2: 94 percent / aq. Ce(NO3)4 / acetonitrile / 1 h / Ambient temperature View Scheme

1: 87 percent / H2 / palladium black / methanol; acetic acid / 760 Torr / Ambient temperature 2: 1.) KH / 1.) benzene, room temp.; 2.) room temp., 2 h 3: 98 percent / HCl (6N) / tetrahydrofuran / 0.08 h / Ambient temperature 4: 1.) Pb(OAc)4; 2.) NaBH4 / 1.) benzene, room temp.; 2.) MeOH, THF, room temp. View Scheme

1.1: NaH / toluene / 0.5 h / 0 °C 1.2: KI / toluene / 12 h / 100 °C 2.1: HCOOH / diethyl ether / 3 h / 20 °C View Scheme