1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 5: 68 percent / n-BuLi 6: HCl / acetonitrile 7: Et3N 8: LiOH / methanol; H2O 9: EDCI; HOBt View Scheme

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere 1.2: -70 - 5 °C 2.1: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 3.2: 5.75 h / 0 - 30 °C 4.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 5.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 5.2: 12.5 h / 0 - 5 °C 6.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 6.2: 0.5 h / 0 - 5 °C 7.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 7.2: 14.25 h / 0 - 30 °C 8.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 9.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 10.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 5: 68 percent / n-BuLi 6: HCl / acetonitrile 7: Et3N 8: NaBH4 / ethanol 9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2 View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 5: 68 percent / n-BuLi 6: HCl / acetonitrile 7: Et3N 8: NaBH4 / ethanol View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 5: 68 percent / n-BuLi 6: HCl / acetonitrile 7: Et3N 8: NaBH4 / ethanol 9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2 10: Mg 11: 23 percent / H2 / Pd(OH)2/C 12: 38 percent / TPAP; NMMO 13: 65 percent / 2-hydroxypyridine; Et3N View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 View Scheme

1: 76 percent / LiHMDS / tetrahydrofuran 2: 81 percent / LiOH; H2O2 3: 95 percent / LAH / tetrahydrofuran 4: 97 percent / PPh3; NBS / CH2Cl2 5: 68 percent / n-BuLi 6: HCl / acetonitrile 7: Et3N 8: NaBH4 / ethanol 9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2 10: Mg 11: 23 percent / H2 / Pd(OH)2/C 12: 38 percent / TPAP; NMMO View Scheme

1.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C 1.2: 86 percent / tetrahydrofuran / 18 h / 0 °C 2.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C 3.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C 3.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C 4.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C 5.1: BuLi / hexane / 0.5 h / -75 °C 5.2: 91 percent / tetrahydrofuran / 20 h / -75 - -20 °C 6.1: 90 percent / 1N HCl / acetonitrile / 1.5 h / 20 °C 7.1: 82 percent / Et3N / CH2Cl2 / 20 h / 20 °C View Scheme