2: 80 percent / NaN(SiMe3)2 / tetrahydrofuran / 0.25 h / 55 °C 3: 1) p-TsOH; 2) 2percent aq. NaOH / 1) MeOH, 0 degC, 30 min; 2) Et2O, room temp., 30 min 4: 90 percent / iBu2AlH / tetrahydrofuran / -40 °C 5: 1) Ac2O; 2) Li / 1) pyridine; 2) EtNH2, -78 degC View Scheme

2: 80 percent / NaN(SiMe3)2 / tetrahydrofuran / 0.25 h / 55 °C 3: 1) p-TsOH; 2) 2percent aq. NaOH / 1) MeOH, 0 degC, 30 min; 2) Et2O, room temp., 30 min 4: 90 percent / iBu2AlH / tetrahydrofuran / -40 °C View Scheme

2: 80 percent / NaN(SiMe3)2 / tetrahydrofuran / 0.25 h / 55 °C 3: 1) p-TsOH; 2) 2percent aq. NaOH / 1) MeOH, 0 degC, 30 min; 2) Et2O, room temp., 30 min View Scheme