1.1: 0.014 g / HMPA / tetrahydrofuran / 0.5 h / -78 - 20 °C 2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 2.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 3.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 4.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C 5.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 6.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 7.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 8.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 9.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: 0.141 g / tetrahydrofuran; hexane / 0.67 h / -20 °C 2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 20 °C 2.2: 77 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 3 h / 20 °C 3.1: 71 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 4.1: 0.055 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C 5.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 6.1: 0.052 g / NaBH4 / methanol; tetrahydrofuran / 1 h / -78 - 20 °C 7.1: 94 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 8.1: 92 percent / HF*pyridine / tetrahydrofuran / 2 h / 0 - 20 °C 9.1: 97 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2.5 h / -78 - -50 °C View Scheme

1.1: 0.141 g / tetrahydrofuran; hexane / 0.67 h / -20 °C 2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 20 °C 2.2: 77 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 3 h / 20 °C 3.1: 71 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 4.1: 0.055 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C 5.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 6.1: 0.052 g / NaBH4 / methanol; tetrahydrofuran / 1 h / -78 - 20 °C 7.1: 94 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 8.1: 92 percent / HF*pyridine / tetrahydrofuran / 2 h / 0 - 20 °C View Scheme

1.1: 0.014 g / HMPA / tetrahydrofuran / 0.5 h / -78 - 20 °C 2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 2.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 3.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 4.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C 5.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 6.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 7.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 8.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme