potassium permanganate; tetrabutylammomium bromide; acetic acid in dichloromethane; water 24 h; Reflux;

1: pyridine / 15 h / -5 °C 2: LiAlH4 View Scheme

1: triethylamine / dichloromethane / 0.25 h / -10 °C / |Inert atmosphere 2: tetrahydrofuran; dimethyl sulfoxide / 24 h / 85 °C / |Inert atmosphere 3: sodium hydroxide; water / ethanol / 48 h / |Inert atmosphere; |Reflux View Scheme