aluminium trichloride in dichloromethane T=-78°C; 0.166667 h;

1: 1.) NaH / 1.) THF, HMPA, reflux, 2.) THF, HMPA, reflux, 1 h 2: 1N aq. HCl / diethyl ether; tetrahydrofuran 3: 89 percent / triethylamine / dimethylformamide / Heating 4: 1.) H2O, p-toluenesulfonic acid, 2.) periodic acid / 1.) CH3OH, reflux, 1 h, 2.) CH3OH, RT, 2 h View Scheme

1: 89 percent / triethylamine / dimethylformamide / Heating 2: 1.) H2O, p-toluenesulfonic acid, 2.) periodic acid / 1.) CH3OH, reflux, 1 h, 2.) CH3OH, RT, 2 h View Scheme

1: 1N aq. HCl / diethyl ether; tetrahydrofuran 2: 89 percent / triethylamine / dimethylformamide / Heating 3: 1.) H2O, p-toluenesulfonic acid, 2.) periodic acid / 1.) CH3OH, reflux, 1 h, 2.) CH3OH, RT, 2 h View Scheme

ethylmagnesium bromide anschliessendes Erhitzen;

silver nitrate