sodium hydrogencarbonate; lithium bromide in acetone

1: 83 percent / imidazole / dimethylformamide 2: 87 percent / lithium aluminum hydride / diethyl ether 3: 97 percent / 4-(N,N-dimethylamino)pyridine; triethylamine / CH2Cl2 4: 89 percent / lithium bromide; sodium bicarbonate / acetone View Scheme

1: 95 percent / sodium borohydride / tetrahydrofuran; H2O 2: 83 percent / imidazole / dimethylformamide 3: 87 percent / lithium aluminum hydride / diethyl ether 4: 97 percent / 4-(N,N-dimethylamino)pyridine; triethylamine / CH2Cl2 5: 89 percent / lithium bromide; sodium bicarbonate / acetone View Scheme

1: 97 percent / 4-(N,N-dimethylamino)pyridine; triethylamine / CH2Cl2 2: 89 percent / lithium bromide; sodium bicarbonate / acetone View Scheme

1: 87 percent / lithium aluminum hydride / diethyl ether 2: 97 percent / 4-(N,N-dimethylamino)pyridine; triethylamine / CH2Cl2 3: 89 percent / lithium bromide; sodium bicarbonate / acetone View Scheme