1: hydrogen / palladium(II) oxide hydrate / ethanol / 20 °C 2: dichloromethane / 2 h / 20 °C / Inert atmosphere 3: Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere; cooling with ice View Scheme

1.1: hydrogen / palladium(II) oxide hydrate / ethanol / 20 °C 2.1: dichloromethane / 2 h / 20 °C / Inert atmosphere 3.1: Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere; cooling with ice 4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 4.2: 1.5 h / 0 - 20 °C / Molecular sieve 5.1: hydrogen / palladium 10 on activated carbon / ethanol / 20 °C View Scheme

1: hydrogen / palladium(II) oxide hydrate / ethanol / 20 °C 2: dichloromethane / 2 h / 20 °C / Inert atmosphere View Scheme

hydrogen; 1 Pd/C