1: 92 percent / imidazole / dimethylformamide / 15 h 2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h 3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h 4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h 5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min 6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min 7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h 8: 97 percent / TBAF / tetrahydrofuran / 0.33 h 9: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h 10: 98 percent / DBU / xylene / 16.5 h / Heating 11: CAN / acetonitrile; H2O / 0.28 h / 0 °C View Scheme

1: 92 percent / imidazole / dimethylformamide / 15 h 2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h 3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h 4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h 5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min 6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min 7: 100 percent / 4-DMAP, pyridine / 36 h 8: 98 percent / NaBH4 / methanol / 2.5 h 9: 94 percent / DIEA / CH2Cl2 / 6 h 10: 100 percent / TBAF / tetrahydrofuran / 24 h 11: 69 percent / 4-DMAP / acetonitrile / 11.5 h 12: 0.25 h / 24 - 200 °C / 12 Torr 13: DIEA / methanol / 2 h 14: 93 percent / 2 N aq. HCl / methanol / 23 h / Heating 15: 100 percent / DIEA / methanol / 4 h View Scheme

1: 92 percent / imidazole / dimethylformamide / 15 h 2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h 3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h 4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h 5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min 6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min 7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h 8: 97 percent / TBAF / tetrahydrofuran / 0.33 h 9: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h 10: 98 percent / DBU / xylene / 16.5 h / Heating 11: CAN / acetonitrile; H2O / 0.28 h / 0 °C 12: DMAP, pyridine / 22 h View Scheme