1.1: 240 mg / aq. HCl / tetrahydrofuran / 14 h / 20 °C 2.1: 92 percent / camphor-10-sulfonic acid / 20 °C 3.1: pyridine / CH2Cl2 / 1 h / -20 °C 4.1: 74 percent / [15]crown-5 ether / tetrahydrofuran / 24 h / 20 °C 5.1: 51 percent / aq. cerium ammonium nitrate / acetonitrile / 1 h 6.1: pyridine / CH2Cl2 / 0.5 h / 0 °C 6.2: 81 percent / ethyl(diisopropyl)amine / DMAP / CH2Cl2 / 24 h 7.1: 70 percent / Mo[N-(tBu)(3,5-dimethylphenyl)]3 / toluene / 20 h / 80 °C 8.1: 82 percent / hydrogen / Lindlar / CH2Cl2 / 5 h / 750.06 Torr 9.1: 62 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C 10.1: 80 percent / aq. acetic acid / 2 h / 60 °C View Scheme

1: 1.) t-BuLi, 2.) O2 / 1.) THF, -78 deg C 2: PCC/Al2O3 3: i-Pr2NEt, DMAP / CH2Cl2 4: 1.) NaN(TMS)2 / 1.) THF, HMPA 5: pyridine*(HF)x / tetrahydrofuran 6: 83 percent / n-Bu4NF 7: 49 percent / 3 N HCl / tetrahydrofuran View Scheme

1: imidazole, DMAP / dimethylformamide 2: LiAlH4 / tetrahydrofuran / 0 °C 3: 1.) t-BuLi, 2.) O2 / 1.) THF, -78 deg C 4: PCC/Al2O3 5: i-Pr2NEt, DMAP / CH2Cl2 6: 1.) NaN(TMS)2 / 1.) THF, HMPA 7: pyridine*(HF)x / tetrahydrofuran 8: 83 percent / n-Bu4NF 9: 49 percent / 3 N HCl / tetrahydrofuran View Scheme

1: LiAlH4 / tetrahydrofuran / 0 °C 2: 1.) t-BuLi, 2.) O2 / 1.) THF, -78 deg C 3: PCC/Al2O3 4: i-Pr2NEt, DMAP / CH2Cl2 5: 1.) NaN(TMS)2 / 1.) THF, HMPA 6: pyridine*(HF)x / tetrahydrofuran 7: 83 percent / n-Bu4NF 8: 49 percent / 3 N HCl / tetrahydrofuran View Scheme