1.1: NaH / tetrahydrofuran / 1.5 h / 0 °C 1.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C 2.1: p-TsOH / methanol / 3 h / 20 °C 3.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C 4.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 4.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 5.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 6.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 7.1: O3 / CH2Cl2; methanol / -78 °C 7.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 8.1: aq. HCl / methanol / 5 h / 70 °C 9.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme