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 6.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2 / -35 °C View Scheme

1.1: Dess-Martin periodinane / CH2Cl2 / 0.25 h / 20 °C 2.1: tetrahydrofuran / 0.33 h / -78 - 20 °C 3.1: aqueous HF / acetonitrile / 16 h 4.1: 95 percent / DMAP; Et3N / CH2Cl2 / 2 h / 0 °C 5.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C 5.2: 60 percent / Cs2CO3; AsPh3 / PdCl2(dppf) / H2O; tetrahydrofuran / 1.5 h 6.1: 93 percent / HF*pyridine / tetrahydrofuran / 36 h / 20 °C 7.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 8.1: 87 percent / TiCl4 / CH2Cl2 / 0.25 h / -78 °C 9.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C 10.1: 91 percent / imidazole / dimethylformamide / 36 h / 20 °C 11.1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 12.1: 62 percent / 2 N NaOH / H2O / 1.5 h / Heating 13.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.08 h / 0 °C 13.2: 73 percent / DMAP / toluene; tetrahydrofuran / 0.5 h / 20 °C 14.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 2.5 h 15.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C 16.1: 30 percent aq. H2O2; KHCO3 / methanol; acetonitrile / 24 h / 20 °C View Scheme

1.1: tetrahydrofuran / 0.33 h / -78 - 20 °C 2.1: aqueous HF / acetonitrile / 16 h 3.1: 95 percent / DMAP; Et3N / CH2Cl2 / 2 h / 0 °C 4.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C 4.2: 60 percent / Cs2CO3; AsPh3 / PdCl2(dppf) / H2O; tetrahydrofuran / 1.5 h 5.1: 93 percent / HF*pyridine / tetrahydrofuran / 36 h / 20 °C 6.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 7.1: 87 percent / TiCl4 / CH2Cl2 / 0.25 h / -78 °C 8.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C 9.1: 91 percent / imidazole / dimethylformamide / 36 h / 20 °C 10.1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 11.1: 62 percent / 2 N NaOH / H2O / 1.5 h / Heating 12.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.08 h / 0 °C 12.2: 73 percent / DMAP / toluene; tetrahydrofuran / 0.5 h / 20 °C 13.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 2.5 h 14.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C 15.1: 30 percent aq. H2O2; KHCO3 / methanol; acetonitrile / 24 h / 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 9.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °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 7.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °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 11.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 2.1: 93 percent / 2,6-lutidine / CH2Cl2 / 7 h / 20 °C 3.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 3.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 4.1: 84 percent / K2CO3 / methanol; H2O / 3 h 5.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 6.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 7.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 8.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 1.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 2.1: 84 percent / K2CO3 / methanol; H2O / 3 h 3.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 4.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 5.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 6.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: 98 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 2.1: 96 percent / 2,6-lutidine / CH2Cl2 / 1 h / -30 °C 3.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 4.1: 93 percent / 2,6-lutidine / CH2Cl2 / 7 h / 20 °C 5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 5.2: 56 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 6.1: 84 percent / K2CO3 / methanol; H2O / 3 h 7.1: Et3N / tetrahydrofuran / 0.25 h / 20 °C 8.1: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 9.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 10.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1: 84 percent / K2CO3 / methanol; H2O / 3 h 2: Et3N / tetrahydrofuran / 0.25 h / 20 °C 3: 0.081 g / DMAP / tetrahydrofuran; toluene / 3.5 h / 20 °C 4: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 5: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme