1: 81 percent / NaH, 15-crown-5 / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, 2 h 2: 94 percent / HOAc / tetrahydrofuran; H2O / 36 h / Ambient temperature 3: 91 percent / imidazole / dimethylformamide / 16 h / Ambient temperature 4: 90 percent / DIBAL / tetrahydrofuran / 0.5 h / -78 °C 5: 89 percent / (COCl)2, DMSO, i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C 6: 1.) LiHMDS / 1.) THF, -78 deg C, 15 min; 0 deg C, 15 min, 2.) THF, -78 deg C, 30 min 7: 87 percent / diethyl ether / 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 8: 76 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 2 h / Ambient temperature; 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 9: 80 percent / aq. HF / acetonitrile / 4 h / Ambient temperature 10: 99 percent / 2,6-lutidine, Et3N / CH2Cl2 / 5 h / -78 °C 11: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 12: 56 percent / LiI / pyridine / 16 h / 130 °C 13: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 14: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 15: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 86 percent / PDC 2: NaBH4 / methanol 3: 89 percent / NaH, 15-crown-5 4: 95 percent / HOAc / tetrahydrofuran; H2O 5: 99 percent / imidazole / dimethylformamide 6: 72 percent / DIBAL / tetrahydrofuran / -78 - 0 °C 7: 88 percent 8: 1.) LiHMDS / 1.) THF, -78 deg C to 0 deg C, 2.) THF, -78 deg C to 0 deg C 9: 78 percent 10: 77 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / Ambient temperature 11: 80 percent / aq. HF / acetonitrile / Ambient temperature 12: 85 percent / Et3N 13: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 14: 56 percent / LiI / pyridine / 16 h / 130 °C 15: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 16: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 17: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 89 percent / (COCl)2, DMSO, i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C 2: 1.) LiHMDS / 1.) THF, -78 deg C, 15 min; 0 deg C, 15 min, 2.) THF, -78 deg C, 30 min 3: 87 percent / diethyl ether / 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 4: 76 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 2 h / Ambient temperature; 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 5: 80 percent / aq. HF / acetonitrile / 4 h / Ambient temperature 6: 99 percent / 2,6-lutidine, Et3N / CH2Cl2 / 5 h / -78 °C 7: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 8: 56 percent / LiI / pyridine / 16 h / 130 °C 9: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 10: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 11: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 1.) LiHMDS / 1.) THF, -78 deg C, 15 min; 0 deg C, 15 min, 2.) THF, -78 deg C, 30 min 2: 87 percent / diethyl ether / 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 3: 76 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 2 h / Ambient temperature; 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 4: 80 percent / aq. HF / acetonitrile / 4 h / Ambient temperature 5: 99 percent / 2,6-lutidine, Et3N / CH2Cl2 / 5 h / -78 °C 6: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 7: 56 percent / LiI / pyridine / 16 h / 130 °C 8: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 9: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 10: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 94 percent / HOAc / tetrahydrofuran; H2O / 36 h / Ambient temperature 2: 91 percent / imidazole / dimethylformamide / 16 h / Ambient temperature 3: 90 percent / DIBAL / tetrahydrofuran / 0.5 h / -78 °C 4: 89 percent / (COCl)2, DMSO, i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C 5: 1.) LiHMDS / 1.) THF, -78 deg C, 15 min; 0 deg C, 15 min, 2.) THF, -78 deg C, 30 min 6: 87 percent / diethyl ether / 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 7: 76 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 2 h / Ambient temperature; 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 8: 80 percent / aq. HF / acetonitrile / 4 h / Ambient temperature 9: 99 percent / 2,6-lutidine, Et3N / CH2Cl2 / 5 h / -78 °C 10: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 11: 56 percent / LiI / pyridine / 16 h / 130 °C 12: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 13: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 14: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 87 percent / diethyl ether / 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 2: 76 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 2 h / Ambient temperature; 1.) 0 deg C to room temperature, 3 h, 2.) room temperature, 16 h 3: 80 percent / aq. HF / acetonitrile / 4 h / Ambient temperature 4: 99 percent / 2,6-lutidine, Et3N / CH2Cl2 / 5 h / -78 °C 5: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 6: 56 percent / LiI / pyridine / 16 h / 130 °C 7: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 8: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 9: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: NaBH4 / methanol 2: 89 percent / NaH, 15-crown-5 3: 95 percent / HOAc / tetrahydrofuran; H2O 4: 99 percent / imidazole / dimethylformamide 5: 72 percent / DIBAL / tetrahydrofuran / -78 - 0 °C 6: 88 percent 7: 1.) LiHMDS / 1.) THF, -78 deg C to 0 deg C, 2.) THF, -78 deg C to 0 deg C 8: 78 percent 9: 77 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / Ambient temperature 10: 80 percent / aq. HF / acetonitrile / Ambient temperature 11: 85 percent / Et3N 12: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 13: 56 percent / LiI / pyridine / 16 h / 130 °C 14: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 15: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 16: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 90 percent / TBAF, AcOH / 0.5 h / 0 °C 2: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 20 percent / TBAF, AcOH / 96 h / 0 °C 2: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme

1: 88 percent 2: 1.) LiHMDS / 1.) THF, -78 deg C to 0 deg C, 2.) THF, -78 deg C to 0 deg C 3: 78 percent 4: 77 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / Ambient temperature 5: 80 percent / aq. HF / acetonitrile / Ambient temperature 6: 85 percent / Et3N 7: 1.) Bu3SnH, AIBN, 2.) I2 / 1.) benzene, 90 deg C, 1 h, 2.) CH2Cl2, 0 deg C 8: 56 percent / LiI / pyridine / 16 h / 130 °C 9: 1.) EDS, DMAP, DMAP*HCl, 2.) i-Pr2NEt, <(2-furyl)3P>2PdCl2 / 1.) CH2Cl2, room temperature, 5 h, 2.) THF, DMF, room temperature, 7 h 10: 90 percent / TBAF, AcOH / tetrahydrofuran / 3 h / 0 °C 11: 71 percent / HF*pyr, pyridine / tetrahydrofuran / Ambient temperature View Scheme