1: 95 percent / CH2Cl2 2: 93 percent / chromous chloride / tetrahydrofuran / 20 °C 3: 99 percent / n-Bu4NF / dimethylformamide 4: 99 percent / CH2Cl2 5: 92 percent / Zn / benzene / Heating 6: 83 percent / Dess-Martin periodinane / CH2Cl2 7: 96 percent / toluene / Heating 8: 99 percent / HF / acetonitrile 9: NaH / CH2Cl2 View Scheme

1: 62 percent / bromotrimethylsilane / CH2Cl2 2: 95 percent / CH2Cl2 3: 93 percent / chromous chloride / tetrahydrofuran / 20 °C 4: 99 percent / n-Bu4NF / dimethylformamide 5: 99 percent / CH2Cl2 6: 92 percent / Zn / benzene / Heating 7: 83 percent / Dess-Martin periodinane / CH2Cl2 8: 96 percent / toluene / Heating 9: 99 percent / HF / acetonitrile 10: NaH / CH2Cl2 View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 1.2: 12.5 h / -78 - 25 °C / |Inert atmosphere 2.1: hydrogenchloride / tetrahydrofuran; water / 4 h / 25 - 60 °C / |Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 3.2: 16.5 h / -78 - 25 °C / |Inert atmosphere 4.1: triethylamine; silver trifluoroacetate / tetrahydrofuran / 1.5 h / -10 °C / |Inert atmosphere 5.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -78 °C / |Inert atmosphere 6.1: sodium methylate / methanol / 1.67 h / 0 - 25 °C / |Inert atmosphere View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 1.2: 12.5 h / -78 - 25 °C / |Inert atmosphere 2.1: hydrogenchloride / tetrahydrofuran; water / 4 h / 25 - 60 °C / |Inert atmosphere 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 3.2: 16.5 h / -78 - 25 °C / |Inert atmosphere 4.1: triethylamine; silver trifluoroacetate / tetrahydrofuran / 1.5 h / -10 °C / |Inert atmosphere 5.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -78 °C / |Inert atmosphere 6.1: sodium methylate / methanol / 1.67 h / 0 - 25 °C / |Inert atmosphere View Scheme