1.1: n-BuLi / pentane / 0.02 h / -40 °C 1.2: 92 percent / tetrahydrofuran; pentane / 0.5 h / -40 - 0 °C 2.1: 50 percent / Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C 3.1: TBAF / tetrahydrofuran / 1 h / Heating 3.2: 86 percent / aq. HCl / tetrahydrofuran / 0.5 h / 0 - 25 °C 4.1: 20 percent / H2 / Pd/C / ethyl acetate / 12 h / 1551.44 Torr View Scheme

1.1: n-BuLi / pentane / 0.02 h / -40 °C 1.2: 92 percent / tetrahydrofuran; pentane / 0.5 h / -40 - 0 °C 2.1: 50 percent / Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C 3.1: TBAF / tetrahydrofuran / 1 h / Heating 3.2: 86 percent / aq. HCl / tetrahydrofuran / 0.5 h / 0 - 25 °C 4.1: H2 / Pd/C / ethyl acetate / 12 h / 1551.44 Torr View Scheme