manganese(IV) oxide in hexane 24 h;

1.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 0.5 h / 25 °C 2.1: 30 percent / 650 °C / 0.75 - 3 Torr 3.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 3.2: tetrahydrofuran / 0.5 h / 25 °C 4.1: 90 percent / 650 °C / 0.75 - 3 Torr 5.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 5.2: tetrahydrofuran / 0.5 h / 25 °C 6.1: 640 - 670 °C / 0.75 - 3 Torr View Scheme

1.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 0.5 h / 25 °C 2.1: 90 percent / 650 °C / 0.75 - 3 Torr 3.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 3.2: tetrahydrofuran / 0.5 h / 25 °C 4.1: 640 - 670 °C / 0.75 - 3 Torr View Scheme

1.1: 30 percent / 650 °C / 0.75 - 3 Torr 2.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 2.2: tetrahydrofuran / 0.5 h / 25 °C 3.1: 90 percent / 650 °C / 0.75 - 3 Torr 4.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 4.2: tetrahydrofuran / 0.5 h / 25 °C 5.1: 640 - 670 °C / 0.75 - 3 Torr View Scheme

1.1: 90 percent / 650 °C / 0.75 - 3 Torr 2.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 2.2: tetrahydrofuran / 0.5 h / 25 °C 3.1: 640 - 670 °C / 0.75 - 3 Torr View Scheme

1.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 0.5 h / 25 °C 2.1: 640 - 670 °C / 0.75 - 3 Torr View Scheme

1: 1.) Mg, I2, 1,2-dibromo-ethane / 1.) THF, reflux; 2.) THF, 0 deg C, 1 h 2: 76 percent / MnO2 / hexane / 24 h View Scheme

1: 95 percent / 1.) Et3N; 2.) lactic acid / CH2Cl2 / 0 °C 2: 95 percent / dimethylsulfoxide / 24 h 3: 1.) diisobutylaluminum hydride; 2.) HCl / 1.) benzene, hexane, 1 h; 2.) 0 deg C, MeOH, ether 4: 1.) Mg, I2, 1,2-dibromo-ethane / 1.) THF, reflux; 2.) THF, 0 deg C, 1 h 5: 76 percent / MnO2 / hexane / 24 h View Scheme

1: 1.) diisobutylaluminum hydride; 2.) HCl / 1.) benzene, hexane, 1 h; 2.) 0 deg C, MeOH, ether 2: 1.) Mg, I2, 1,2-dibromo-ethane / 1.) THF, reflux; 2.) THF, 0 deg C, 1 h 3: 76 percent / MnO2 / hexane / 24 h View Scheme

1: 90 percent / NaAlH2(OCH2CH2OCH3)2 / benzene / 1 h / Heating 2: 95 percent / 1.) Et3N; 2.) lactic acid / CH2Cl2 / 0 °C 3: 95 percent / dimethylsulfoxide / 24 h 4: 1.) diisobutylaluminum hydride; 2.) HCl / 1.) benzene, hexane, 1 h; 2.) 0 deg C, MeOH, ether 5: 1.) Mg, I2, 1,2-dibromo-ethane / 1.) THF, reflux; 2.) THF, 0 deg C, 1 h 6: 76 percent / MnO2 / hexane / 24 h View Scheme