1.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C 2.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C 3.1: diisopropylethylamine / CH2Cl2 / 0.5 h 4.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 5.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 5.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 6.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 7.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 8.1: 99 percent / HF*pyridine / tetrahydrofuran 9.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2 / -35 °C View Scheme

1.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C 2.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C 3.1: diisopropylethylamine / CH2Cl2 / 0.5 h 4.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 5.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 5.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 6.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 7.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 8.1: 92 percent / HF*pyridine / tetrahydrofuran 9.1: 97 percent / 3,3-dimethyldioxirane / CH2Cl2 / -35 °C View Scheme

1.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C 2.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C 3.1: diisopropylethylamine / CH2Cl2 / 0.5 h 4.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 5.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 5.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 6.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 7.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 8.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme

1.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C 2.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C 3.1: diisopropylethylamine / CH2Cl2 / 0.5 h 4.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 5.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 5.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 6.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 7.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 8.1: 99 percent / HF*pyridine / tetrahydrofuran View Scheme