pyridinium chlorochromate in dichloromethane 3 h; Ambient temperature;

1.1: NaOH / H2O; ethanol / 24 h / 20 °C 1.2: dimethylformamide / 48 h / 20 °C 2.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C View Scheme

1.1: 89 percent / aq. NaHCO3 / 24 h / 20 °C 2.1: NaOH / H2O; ethanol / 24 h / 20 °C 2.2: dimethylformamide / 48 h / 20 °C 3.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C View Scheme

1.1: NaOH / H2O; ethanol / 24 h / 20 °C 1.2: dimethylformamide / 48 h / 20 °C 2.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C View Scheme

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -15 °C / Inert atmosphere 2: sodium tetrahydroborate / water / 0.17 h / -15 °C / Inert atmosphere 3: Dess-Martin periodane / dichloromethane / 1 h / 20 °C View Scheme

1: N,N-dimethyl-formamide / 21 h / 20 °C / |Inert atmosphere 2: pyridinium chlorochromate; sodium acetate / dichloromethane / 1.5 h / 20 °C / |Molecular sieve; |Inert atmosphere View Scheme

1.1: potassium hydroxide; water / 24 h / 60 °C 1.2: 20 °C / pH Ca. 3 2.1: N,N-dimethyl-formamide / 21 h / 20 °C / |Inert atmosphere 3.1: pyridinium chlorochromate; sodium acetate / dichloromethane / 1.5 h / 20 °C / |Molecular sieve; |Inert atmosphere View Scheme