in neat (no solvent) T=120°C; P=0.05 - 0.1 Torr; 2 h;

lithium diisopropyl amide in tetrahydrofuran T=-78 - 0°C; 12 h; Inert atmosphere;

1: pyridine 2: NaIO4 / methanol; H2O 3: 1.) LDA; 2.) glacial acetic acid / 1.) THF, -78 to RT, 10 h; 2.) THF, RT, 1 h View Scheme

1: water / 0.25 h / 20 °C / |Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C / |Inert atmosphere 3: pyridine / 1 h / -30 - 0 °C / |Inert atmosphere 4: sodium periodate / water; methanol / 24 h / 4 °C / |Inert atmosphere 5: lithium diisopropyl amide / tetrahydrofuran / 12 h / -78 - 0 °C / |Inert atmosphere View Scheme

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C / |Inert atmosphere 2: pyridine / 1 h / -30 - 0 °C / |Inert atmosphere 3: sodium periodate / water; methanol / 24 h / 4 °C / |Inert atmosphere 4: lithium diisopropyl amide / tetrahydrofuran / 12 h / -78 - 0 °C / |Inert atmosphere View Scheme