1: 54 percent / PCC / CH2Cl2 / 2 h / 0 - 25 °C 2: 1.) Mg / 2.) THF, 0deg C, 1.5 h 3: 97 percent / DMAP, Et3N / dimethylformamide / 10 h / 25 °C 4: pentane / 25 °C / Irradiation 5: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 6: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 7: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 8: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 9: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 11: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 12: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 13: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 14: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 15: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 16: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 17: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 18: 92 percent / NaBH4 / methanol / -78 - 25 °C 19: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 20: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: H2 / Pd/CaCO3, (Lindlar),quinoline / pentane / 25 °C / 517.1 - 2068.6 Torr 2: 54 percent / PCC / CH2Cl2 / 2 h / 0 - 25 °C 3: 1.) Mg / 2.) THF, 0deg C, 1.5 h 4: 97 percent / DMAP, Et3N / dimethylformamide / 10 h / 25 °C 5: pentane / 25 °C / Irradiation 6: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 7: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 8: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 9: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 10: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 12: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 13: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 14: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 15: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 16: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 17: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 18: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 19: 92 percent / NaBH4 / methanol / -78 - 25 °C 20: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 21: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 1.) Mg / 2.) THF, 0deg C, 1.5 h 2: 97 percent / DMAP, Et3N / dimethylformamide / 10 h / 25 °C 3: pentane / 25 °C / Irradiation 4: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 5: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 6: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 7: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 8: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 10: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 11: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 12: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 13: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 14: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 15: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 16: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 17: 92 percent / NaBH4 / methanol / -78 - 25 °C 18: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 19: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 97 percent / DMAP, Et3N / dimethylformamide / 10 h / 25 °C 2: pentane / 25 °C / Irradiation 3: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 4: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 5: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 6: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 7: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 9: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 10: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 11: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 12: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 13: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 14: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 15: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 16: 92 percent / NaBH4 / methanol / -78 - 25 °C 17: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 18: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 2: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 3: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 4: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 5: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 7: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 8: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 9: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 10: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 11: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 12: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 13: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 14: 92 percent / NaBH4 / methanol / -78 - 25 °C 15: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 16: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 2: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 3: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 5: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 6: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 7: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 8: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 9: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 10: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 11: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 12: 92 percent / NaBH4 / methanol / -78 - 25 °C 13: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 14: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 3: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 4: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 5: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 6: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 7: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 8: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 9: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 10: 92 percent / NaBH4 / methanol / -78 - 25 °C 11: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 12: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: pentane / 25 °C / Irradiation 2: 71 percent / Hg(OAc)2 / tetrahydrofuran; H2O / 0.25 h / 25 °C 3: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 4: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 5: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 6: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 8: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 9: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 10: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 11: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 12: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 13: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 14: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 15: 92 percent / NaBH4 / methanol / -78 - 25 °C 16: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 17: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 2: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 4: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 5: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 6: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 7: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 8: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 9: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 10: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 11: 92 percent / NaBH4 / methanol / -78 - 25 °C 12: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 13: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme

1: 94 percent / NaBH4 / methanol / 0.25 h / 25 °C 2: 93 percent / MnO2 / CH2Cl2 / 24 h / 25 °C 3: 99 percent / H2 / 5percent Pd/C / diethyl ether / 11 h / 25 °C / 760 Torr 4: 95 percent / DMAP, Et3N / dimethylformamide / 36 h / 46 - 50 °C 6: 72 percent / NaBH4, CeCl3 / methanol / 3 h / -78 °C 7: 1.) O3, 2.) NaBH4 / 1. MeOH, CH2Cl2, -78 gradC; 2. -78 gradC to 25 gradC 8: 97 percent / imidazole / dimethylformamide / 5 h / 25 °C 9: 1.) MsCl, pyridine, 2.) LAH / 1. 25 gradC, 17 h.; 2. DME, 0 gradC to 25 gradC, 17 h. 10: 96 percent / KH / tetrahydrofuran / 1.5 h / 25 °C 11: 1.) HF/H2O, 2.) Jones reagent / 1. CH3CN, THF, 25 gradC, 3 h; 2. CH3COCH3, 0 gradC to 25 gradC, 15 min. 12: 1. I2, 2,4,6-collidine, CH3CN, 25 gradC, 35 min; 2. Bu3SnH, AIBN, PhH, 80 gradC, 6 h. 13: 92 percent / NaBH4 / methanol / -78 - 25 °C 14: 82 percent / H2 / 10percent Pd/C, 70percent HClO4 / methanol / 25 °C / 2068.6 Torr 15: 2.) DIBAL / 1. 90 gradC, 50 h; 2. THF, 0 gradC, 1 h. View Scheme