1: 97 percent / TPAP; NMO / CH2Cl2 / 2 h / 20 °C 2: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 3: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 4: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 2: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1.1: BF3*OEt3 / CH2Cl2 / 16 h / 20 °C 2.1: 4.0 g / LiAlH4 / diethyl ether / 3 h / 0 °C 3.1: Cl2(PCy3)2Ru=CHPh / CH2Cl2 / 16 h / Heating 4.1: 60 percent / 4 Angstroem molecular sieves; NMO; TPAP / CH2Cl2 / 2 h / 20 °C 5.1: 75 percent / tetrahydrofuran / 1 h / -78 °C 6.1: 18-crown-6; KH / tetrahydrofuran / 3 h / 20 °C 6.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C 7.1: 91 percent / PBu3 / benzene / 1 h 8.1: 98 percent / ammonium molybdate tetrahydrate; aq. H2O2 / ethanol / 0.5 h / -10 °C 9.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 9.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 10.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 10.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 11.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: 91 percent / PBu3 / benzene / 1 h 2.1: 98 percent / ammonium molybdate tetrahydrate; aq. H2O2 / ethanol / 0.5 h / -10 °C 3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 3.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 4.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 4.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 5.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: NaN(Si(CH3)3)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -60 - 0 °C 2.1: LiOH / tetrahydrofuran; H2O / 8 h / 20 °C 2.2: 89 percent / Li / liquid ammonia; ethanol / 0.17 h / -78 °C View Scheme

1.1: 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C 1.2: 99 percent / CH2Cl2 / 0.5 h / 0 °C 2.1: 81 percent / TFA; H2O / tetrahydrofuran / 3 h / 20 °C 3.1: 96 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 4.1: NaHMDS / dimethylformamide / -60 - 20 °C 4.2: 14 percent / TFA / tetrahydrofuran; H2O / 3 h / 20 °C 5.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 6.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 7.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 7.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 8.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: 93 percent / AlMe3 / CH2Cl2; hexane / 72 h 2.1: 97 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C 3.1: 92 percent / NaHMDS / tetrahydrofuran / 1.5 h / 0 °C 4.1: 86 percent / BH3*NH3; LDA / tetrahydrofuran / 1.5 h / 0 °C 5.1: 99 percent / Ph3P; DEAD / tetrahydrofuran / 18 h / 20 °C 6.1: 82 percent / MCPBA; NaHCO3 / CH2Cl2 / 24 h / 20 °C 7.1: NaHMDS / dimethylformamide / -60 - 20 °C 7.2: 14 percent / TFA / tetrahydrofuran; H2O / 3 h / 20 °C 8.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 9.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 9.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 10.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 10.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 11.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: Rh[5(S)-MEPY]4 / CH2Cl2 / Heating 2.1: 93 percent / AlMe3 / CH2Cl2; hexane / 72 h 3.1: 97 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C 4.1: 92 percent / NaHMDS / tetrahydrofuran / 1.5 h / 0 °C 5.1: 86 percent / BH3*NH3; LDA / tetrahydrofuran / 1.5 h / 0 °C 6.1: 99 percent / Ph3P; DEAD / tetrahydrofuran / 18 h / 20 °C 7.1: 82 percent / MCPBA; NaHCO3 / CH2Cl2 / 24 h / 20 °C 8.1: NaHMDS / dimethylformamide / -60 - 20 °C 8.2: 14 percent / TFA / tetrahydrofuran; H2O / 3 h / 20 °C 9.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 10.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 10.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 11.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 11.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 12.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: 85 percent / pyridine / CH2Cl2 / 16 h / 20 °C 2.1: BF3*OEt3 / CH2Cl2 / 16 h / 20 °C 3.1: 4.0 g / LiAlH4 / diethyl ether / 3 h / 0 °C 4.1: Cl2(PCy3)2Ru=CHPh / CH2Cl2 / 16 h / Heating 5.1: 60 percent / 4 Angstroem molecular sieves; NMO; TPAP / CH2Cl2 / 2 h / 20 °C 6.1: 75 percent / tetrahydrofuran / 1 h / -78 °C 7.1: 18-crown-6; KH / tetrahydrofuran / 3 h / 20 °C 7.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C 8.1: 91 percent / PBu3 / benzene / 1 h 9.1: 98 percent / ammonium molybdate tetrahydrate; aq. H2O2 / ethanol / 0.5 h / -10 °C 10.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 10.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 11.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 11.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 12.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme

1.1: 75 percent / tetrahydrofuran / 1 h / -78 °C 2.1: 18-crown-6; KH / tetrahydrofuran / 3 h / 20 °C 2.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C 3.1: 91 percent / PBu3 / benzene / 1 h 4.1: 98 percent / ammonium molybdate tetrahydrate; aq. H2O2 / ethanol / 0.5 h / -10 °C 5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 5.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C 6.1: Na2HPO4; sodium amalgam / methanol / 3 h / -30 °C 6.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C 7.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C View Scheme