1: 74 percent / NaH; TBAI / dimethylformamide / 12 h / 20 °C 2: 94 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C 3: 100 percent / H2; AcOH / Pearlman's catalyst / ethanol; ethyl acetate / 12 h View Scheme

cyclohexene; Trimethylene glycol in methanol 2 h; Heating;

1: 60 percent / CHCl3 / 20 °C 2: 84 percent / trimethyl phosphite / 5 h / 118 °C 3: 78 percent / TBAF / tetrahydrofuran / 20 °C View Scheme

1: 93 percent / DMAP / CH2Cl2 / 72 h / 20 °C 2: 98 percent / triethylamine trihydrofluoride / tetrahydrofuran / 48 h / 20 °C 3: 99 percent / 1.4-cyclohexadiene / Pd/C / dimethylformamide / 1.5 h 4: 31 percent / POcl3 / acetonitrile / 1 h / 0 °C 5: 78 percent / H2 / Pd/C / ethanol / 48 h View Scheme