1: 85 percent / PPTS / methanol / 14 h / 20 °C 2: 92 percent / 2,6-lutidine / CH2Cl2 / 3.75 h / -78 - 20 °C 3: 78 percent / camphorsulfonic acid / CH2Cl2; methanol / 4 h / 0 °C 4: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 5: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 6: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 7: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 8: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 1.2: 94 percent / hexamethylphosphoric acid triamide; hexane; tetrahydrofuran / 6 h / -60 °C 2.1: 85 percent / LiAlH4 / tetrahydrofuran / 2 h / -78 °C 3.1: NMO; 4 Angstroem molecular sieves / nPr4NRuO4 / CH2Cl2 / 0.25 h 4.1: LDA / hexane; tetrahydrofuran / 1.5 h / -78 °C 4.2: 70 percent / hexane; tetrahydrofuran / 2 h / -78 °C 5.1: 85 percent / PPTS / methanol / 14 h / 20 °C 6.1: 92 percent / 2,6-lutidine / CH2Cl2 / 3.75 h / -78 - 20 °C 7.1: 78 percent / camphorsulfonic acid / CH2Cl2; methanol / 4 h / 0 °C 8.1: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 9.1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 10.1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 11.1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 12.1: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1.1: 85 percent / LiAlH4 / tetrahydrofuran / 2 h / -78 °C 2.1: NMO; 4 Angstroem molecular sieves / nPr4NRuO4 / CH2Cl2 / 0.25 h 3.1: LDA / hexane; tetrahydrofuran / 1.5 h / -78 °C 3.2: 70 percent / hexane; tetrahydrofuran / 2 h / -78 °C 4.1: 85 percent / PPTS / methanol / 14 h / 20 °C 5.1: 92 percent / 2,6-lutidine / CH2Cl2 / 3.75 h / -78 - 20 °C 6.1: 78 percent / camphorsulfonic acid / CH2Cl2; methanol / 4 h / 0 °C 7.1: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 8.1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 9.1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 10.1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 11.1: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 2: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 3: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 4: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 5: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 2: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 3: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 4: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: 78 percent / camphorsulfonic acid / CH2Cl2; methanol / 4 h / 0 °C 2: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 3: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 4: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 5: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 6: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 2: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 2: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 3: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C 2: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 3: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 4: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 5: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme

1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 2: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C 3: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 4: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 5: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 6: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme