potassium carbonate T=20°C; 2 h; Neat (no solvent);

triethylamine in dimethyl sulfoxide Ambient temperature;

sodium hydroxide anschliessendes Ansaeuern;

1: 77 percent / NaBH4 / dimethylsulfoxide / 1 h / Ambient temperature 2: 72 percent / NaOCH3, TiCl3, CH3CO2NH4, 6 N HCl / methanol; H2O / 1.5 h / Ambient temperature View Scheme

1: 77 percent / NaBH4 / dimethylsulfoxide / 1 h / Ambient temperature 2: 1.) 1 N aq NaOH, H2SO4, 2.) HClO4, Ac2O / 1.) MeOH, RT, 2h, 2.) EtOAc, reflux, 1 h View Scheme

1: 78 percent / K2CO3 / acetone / 18 h / Ambient temperature 2: sodium acetate / acetonitrile / 4 h 3: 0.880 g / H2 / 10percent Pd/C / acetic acid; H2O / 18 h / 2585.7 Torr / Ambient temperature 4: H2 / 10percent Pd/C / methanol; aq. HCl / 48 h / 760 Torr / Ambient temperature 5: 1 M solution of diborane / tetrahydrofuran / 18 h / Heating View Scheme