1: 65 mg / sodium hydride / tetrahydrofuran / 2 h / Heating 2: 89 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -23 °C 3: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 7 h / 0 °C 5: 40 mg / p-toluenesulfonic acid / methanol / 3 h / 20 °C View Scheme

1: 65 mg / sodium hydride / tetrahydrofuran / 2 h / Heating 2: 89 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -23 °C 3: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 7 h / 0 °C 5: 40 mg / p-toluenesulfonic acid / methanol / 3 h / 20 °C View Scheme

1: 65 mg / sodium hydride / tetrahydrofuran / 2 h / Heating 2: 89 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -23 °C 3: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 7 h / 0 °C 5: 40 mg / p-toluenesulfonic acid / methanol / 3 h / 20 °C View Scheme

in 1,4-dioxane; water T=160°C; pH=7;

in 1,4-dioxane; water T=120°C; Different pH, salt effects, Δ G<excit.>, Δ H<excit.>, Δ S<excit.>; Thermodynamic dataMechanismRate constant;