1: NaH / tetrahydrofuran / 3 h / 0 - 20 °C 2: NaH / tetrahydrofuran / 18 h 3: acetic acid, 6 N HCl / tetrahydrofuran; H2O / 2 h / 100 °C View Scheme

1: 70 percent / p-TsOH / benzene / Heating 2: 1.) Cu(I)I / 1.) ether, -10 deg C, 2.) ether, 75 min, -10 deg C 3: 65 percent / 02, 6M HCl, acetic acid / 5 h / Heating View Scheme

1: 93 percent / Ag2O, aq. NaOH / 8 h 2: 59 percent / 99percent HCO2H / 0.33 h / Heating 3: 68 percent / K2CO3 / acetone / 24 h / Ambient temperature 4: 81 percent / MCPBA / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 5: 70 percent / NaOMe / methanol / 10 h / Heating 6: 96 percent / CrO3, H2SO4 / acetone 7: 89 percent / NBS / CCl4 / Irradiation 8: 86 percent / NaOMe / methanol; tetrahydrofuran 9: 87 percent / K2CO3 / acetone 10: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 59 percent / 99percent HCO2H / 0.33 h / Heating 2: 68 percent / K2CO3 / acetone / 24 h / Ambient temperature 3: 81 percent / MCPBA / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 4: 70 percent / NaOMe / methanol / 10 h / Heating 5: 96 percent / CrO3, H2SO4 / acetone 6: 89 percent / NBS / CCl4 / Irradiation 7: 86 percent / NaOMe / methanol; tetrahydrofuran 8: 87 percent / K2CO3 / acetone 9: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 68 percent / K2CO3 / acetone / 24 h / Ambient temperature 2: 81 percent / MCPBA / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 3: 70 percent / NaOMe / methanol / 10 h / Heating 4: 96 percent / CrO3, H2SO4 / acetone 5: 89 percent / NBS / CCl4 / Irradiation 6: 86 percent / NaOMe / methanol; tetrahydrofuran 7: 87 percent / K2CO3 / acetone 8: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 81 percent / MCPBA / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 2: 70 percent / NaOMe / methanol / 10 h / Heating 3: 96 percent / CrO3, H2SO4 / acetone 4: 89 percent / NBS / CCl4 / Irradiation 5: 86 percent / NaOMe / methanol; tetrahydrofuran 6: 87 percent / K2CO3 / acetone 7: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 89 percent / NBS / CCl4 / Irradiation 2: 86 percent / NaOMe / methanol; tetrahydrofuran 3: 87 percent / K2CO3 / acetone 4: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 96 percent / CrO3, H2SO4 / acetone 2: 89 percent / NBS / CCl4 / Irradiation 3: 86 percent / NaOMe / methanol; tetrahydrofuran 4: 87 percent / K2CO3 / acetone 5: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 70 percent / NaOMe / methanol / 10 h / Heating 2: 96 percent / CrO3, H2SO4 / acetone 3: 89 percent / NBS / CCl4 / Irradiation 4: 86 percent / NaOMe / methanol; tetrahydrofuran 5: 87 percent / K2CO3 / acetone 6: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

1: 1.) Mg / 1.) ether, 2.) r.t., 1 h 2: 63 percent / p-TsOH / diethyl ether / 3 h / Ambient temperature 3: 59 percent / NaI / acetone / 18 h 4: 41 percent / NaNO2 / dimethylsulfoxide / Heating 5: 45 percent / t-BuOK / 2-methyl-propan-2-ol / 16 h 6: NaOMe, TiCl3, aq. CH3COONH4 / methanol; tetrahydrofuran / 1 h 7: pyridine / tetrahydrofuran / 3.5 h 8: t-BuOK / benzene; 2-methyl-propan-2-ol / 2 h / Ambient temperature 9: 6 M HCl, glac. AcOH, O2 / 5 h / Heating View Scheme