1.1: 100 percent / imidazole / CH2Cl2 / 5 h / 20 °C 2.1: 95 percent / DIBAL-H / CH2Cl2; hexane / 2 h / -78 °C 3.1: 78 percent / acetonitrile / 2 h / 20 °C 4.1: DCC; DMAP / CH2Cl2 / 12 h / 20 °C 5.1: 21 mg / Et3N / toluene / 0.5 h / Heating 6.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 7.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 8.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 8.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 9.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 10.1: DIBAL-H / toluene / 2 h / -78 °C 11.1: 361 mg / pyridine / 8 h / 20 °C 12.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 13.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 14.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 15.1: 98 percent / Et3N / CH2Cl2 16.1: 62 percent / IBX / dimethylformamide / 36 h 17.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1.1: DCC; DMAP / CH2Cl2 / 12 h / 20 °C 2.1: 21 mg / Et3N / toluene / 0.5 h / Heating 3.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 4.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 5.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 5.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 6.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 7.1: DIBAL-H / toluene / 2 h / -78 °C 8.1: 361 mg / pyridine / 8 h / 20 °C 9.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 10.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 11.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 12.1: 98 percent / Et3N / CH2Cl2 13.1: 62 percent / IBX / dimethylformamide / 36 h 14.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1.1: 95 percent / DIBAL-H / CH2Cl2; hexane / 2 h / -78 °C 2.1: 78 percent / acetonitrile / 2 h / 20 °C 3.1: DCC; DMAP / CH2Cl2 / 12 h / 20 °C 4.1: 21 mg / Et3N / toluene / 0.5 h / Heating 5.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 6.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 7.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 7.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 8.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 9.1: DIBAL-H / toluene / 2 h / -78 °C 10.1: 361 mg / pyridine / 8 h / 20 °C 11.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 12.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 13.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 14.1: 98 percent / Et3N / CH2Cl2 15.1: 62 percent / IBX / dimethylformamide / 36 h 16.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1.1: 78 percent / acetonitrile / 2 h / 20 °C 2.1: DCC; DMAP / CH2Cl2 / 12 h / 20 °C 3.1: 21 mg / Et3N / toluene / 0.5 h / Heating 4.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 5.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 6.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 6.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 7.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 8.1: DIBAL-H / toluene / 2 h / -78 °C 9.1: 361 mg / pyridine / 8 h / 20 °C 10.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 11.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 12.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 13.1: 98 percent / Et3N / CH2Cl2 14.1: 62 percent / IBX / dimethylformamide / 36 h 15.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1.1: 83 percent / aq. tetra-n-butylammonium hydroxide / 2-methyl-propan-2-ol / 24 h / Heating 2.1: DCC; DMAP / CH2Cl2 / 12 h / 20 °C 3.1: 21 mg / Et3N / toluene / 0.5 h / Heating 4.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 5.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 6.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 6.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 7.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 8.1: DIBAL-H / toluene / 2 h / -78 °C 9.1: 361 mg / pyridine / 8 h / 20 °C 10.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 11.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 12.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 13.1: 98 percent / Et3N / CH2Cl2 14.1: 62 percent / IBX / dimethylformamide / 36 h 15.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1.1: 99 percent / H2 / Pd/C / methanol; ethyl acetate / 0.5 h / 20 °C 2.1: 96 percent / I2; PPh3; imidazole / CH2Cl2 / 2 h 3.1: t-BuLi / diethyl ether; pentane / 0.05 h / -78 °C 3.2: diethyl ether; pentane; tetrahydrofuran / 2.17 h / -78 - 20 °C 4.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 5.1: DIBAL-H / toluene / 2 h / -78 °C 6.1: 361 mg / pyridine / 8 h / 20 °C 7.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 8.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 9.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 10.1: 98 percent / Et3N / CH2Cl2 11.1: 62 percent / IBX / dimethylformamide / 36 h 12.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme

1: 69 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C 2: 40 percent / aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 89 percent / 2,6-lutidine; DMAP / pyridine / 1 h / 0 - 20 °C 2: 78 percent / pyridine; OsO4 / tetrahydrofuran / 5 h / 0 °C 3: 95 percent / pyridine / CH2Cl2 / 2 h / 0 °C 4: 84 percent / BnNMe3OH / methanol; tetrahydrofuran / 1 h / 0 °C 5: n-BuLi; WCl6 / tetrahydrofuran; hexane / 0 - 20 °C 6: 12 mg / pyridinum p-toluenesulfonate / methanol / 6 h / 0 °C 7: 69 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C 8: 40 percent / aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 12 mg / pyridinum p-toluenesulfonate / methanol / 6 h / 0 °C 2: 69 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C 3: 40 percent / aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: n-BuLi; WCl6 / tetrahydrofuran; hexane / 0 - 20 °C 2: 12 mg / pyridinum p-toluenesulfonate / methanol / 6 h / 0 °C 3: 69 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C 4: 40 percent / aq. HF / acetonitrile / 0 - 20 °C View Scheme