1.1: NaH / toluene / 0.5 h 1.2: 94 percent / toluene / 12 h / 20 °C 2.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 2.2: 94 percent / hexamethylphosphoric acid triamide; hexane; tetrahydrofuran / 6 h / -60 °C 3.1: 85 percent / LiAlH4 / tetrahydrofuran / 2 h / -78 °C 4.1: NMO; 4 Angstroem molecular sieves / nPr4NRuO4 / CH2Cl2 / 0.25 h 5.1: LDA / hexane; tetrahydrofuran / 1.5 h / -78 °C 5.2: 70 percent / hexane; tetrahydrofuran / 2 h / -78 °C 6.1: 85 percent / PPTS / methanol / 14 h / 20 °C 7.1: 92 percent / 2,6-lutidine / CH2Cl2 / 3.75 h / -78 - 20 °C 8.1: 78 percent / camphorsulfonic acid / CH2Cl2; methanol / 4 h / 0 °C 9.1: 83 percent / PDC / dimethylformamide / 36 h / 20 °C 10.1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 11.1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 12.1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 13.1: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1.1: I2 / CH2Cl2 / 12 h / 20 °C 1.2: 75 percent / HF-pyridine / tetrahydrofuran / 12 h / 20 °C 2.1: 100 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 3.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 3.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 4.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 5.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 5.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 6.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme

1.1: diisopropylethylamine / CH2Cl2 / 0.5 h 2.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 3.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 3.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 4.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 5.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 5.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 6.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme

1.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C 2.1: diisopropylethylamine / CH2Cl2 / 0.5 h 3.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 4.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 4.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 5.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 6.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 6.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 7.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme

1.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 1.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 2.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 3.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 3.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 4.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme

1.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 2.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 2.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 3.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 4.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 4.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 5.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme

1: EDC; DMAP / CH2Cl2 / 5 h / 0 - 20 °C 2: [o-(OiPr)C6H4CH=RuCl2PCy3] / CH2Cl2 / 5 h / 20 °C 3: HF; pyridine / tetrahydrofuran / 20 °C View Scheme

1.1: 96 percent / 2,6-lutidine / CH2Cl2 / 1 h / -30 °C 2.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 3.1: 93 percent / 2,6-lutidine / CH2Cl2 / 7 h / 20 °C 4.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 4.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 5.1: 84 percent / K2CO3 / methanol; H2O / 3 h 6.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 7.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 8.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme

1.1: 93 percent / 2,6-lutidine / CH2Cl2 / 7 h / 20 °C 2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 2.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 3.1: 84 percent / K2CO3 / methanol; H2O / 3 h 4.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 5.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 6.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme

1.1: 63 percent / LDA / tetrahydrofuran / 0.33 h / -78 °C 2.1: 98 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 3.1: 96 percent / 2,6-lutidine / CH2Cl2 / 1 h / -30 °C 4.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 5.1: 93 percent / 2,6-lutidine / CH2Cl2 / 7 h / 20 °C 6.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 6.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 7.1: 84 percent / K2CO3 / methanol; H2O / 3 h 8.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 9.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 10.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme