sodium hydroxide in 1,4-dioxane; water 0.5 h; Ambient temperature;

L-Selectridereg; in tetrahydrofuran T=-78°C; Yield given. Yields of byproduct given;

1: 50 percent / Ph3P; DEAD / tetrahydrofuran / 20 °C 2: 88 percent / NaOH / dioxane / 20 °C View Scheme

1: 84 percent / L-Selectride / tetrahydrofuran / -78 °C 2: 50 percent / Ph3P; DEAD / tetrahydrofuran / 20 °C 3: 88 percent / NaOH / dioxane / 20 °C View Scheme

1: 50 percent / POCl3, Zn-Cu couple / diethyl ether / 18 h / Heating 2: 68 percent / Zn, CH3COOH / 4 h / Heating 3: L-Selectride / tetrahydrofuran / -78 °C View Scheme

1: 68 percent / Zn, CH3COOH / 4 h / Heating 2: L-Selectride / tetrahydrofuran / -78 °C View Scheme

1: 96 percent / NaOH, benzyltriethylammonium chloride / H2O / 12 h / Ambient temperature 2: 50 percent / POCl3, Zn-Cu couple / diethyl ether / 18 h / Heating 3: 68 percent / Zn, CH3COOH / 4 h / Heating 4: L-Selectride / tetrahydrofuran / -78 °C View Scheme