diborane; sodium hydroxide; dihydrogen peroxide; potassium carbonate in tetrahydrofuran; water

1: With carbonic acid dimethyl ester T=20°C; 1 h; 2: With sodium dithionite in water T=20°C; 0.0833333 h; chemoselective reaction;

1: With dimethylsulfide borane complex in tetrahydrofuran T=-10 - 20°C; 1.25 h; Inert atmosphere; 2: With NaBO3*4H2O in tetrahydrofuran; water T=20°C; 2 h;

1: 4-allyl-1,2-phenylene diacetate With dimethylsulfide borane complex in tetrahydrofuran T=-10 - 20°C; 1.25 h; Inert atmosphere; 2: With NaBO3*4H2O in tetrahydrofuran; water T=20°C; 2 h; 3: acetic anhydride With 4-(N,N-dimethlyamino)pyridine in dichloromethane T=20°C; 2 h;

lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 8 h;

lithium aluminium tetrahydride in tetrahydrofuran 48 h; Heating;

1.1: boron trifluoride diethyl etherate / 1,4-dioxane / 24 h / 20 °C / Inert atmosphere 2.1: dimethylsulfide borane complex / tetrahydrofuran / 1.25 h / -10 - 20 °C / Inert atmosphere 2.2: 2 h / 20 °C View Scheme