1: sodium carbonate / dichloromethane; water / 8 h / 20 °C 2: hydrogenchloride; acetic acid / water / 0.5 h / Reflux 3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Reflux 4: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 20 °C 5: sodium dihydrogenphosphate; sodium chlorite; water / methyl-2-butene; tert-butyl alcohol / 1.5 h / 0 - 20 °C 6: palladium 10 on activated carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr View Scheme

1: sodium carbonate / dichloromethane; water / 8 h / 20 °C 2: hydrogenchloride; acetic acid / water / 0.5 h / Reflux 3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Reflux 4: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 20 °C 5: sodium dihydrogenphosphate; sodium chlorite; water / methyl-2-butene; tert-butyl alcohol / 1.5 h / 0 - 20 °C View Scheme

1: sodium carbonate / dichloromethane; water / 8 h / 20 °C 2: hydrogenchloride; acetic acid / water / 0.5 h / Reflux 3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Reflux View Scheme