1: With 9-BBN in tetrahydrofuran T=20°C; 16 h; 2: With dihydrogen peroxide; sodium hydroxide in tetrahydrofuran; ethanol; water T=20°C; 1 h;

1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-78 - 0°C; 2: 2,3-dihydro-benzo[1,4]dioxin-6-carboxaldehyde in tetrahydrofuran; hexane T=20°C; 2 h;

potassium peroxodisulfate T=65°C; 0.5 h;

1: pinacolboratamethylenetriphenylphosphonium iodide With lithium hexamethyldisilazane in N,N,N',N',N'',N''-hexamethylphosphoric triamide T=0°C; 2 h; 2: 2,3-dihydro-benzo[1,4]dioxin-6-carboxaldehyde in N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-78 - 20°C;

1: 95 percent / LiAlH4 / diethyl ether / 4 h / 35 °C 2: 52 percent / K2S2O7 / 0.5 h / 65 °C View Scheme