1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; toluene / 2 h / 23 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: -78 - 23 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: InI3 / dichloromethane / 0 - 23 °C / Inert atmosphere View Scheme

lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 2 h;

toluene-4-sulfonic acid in methanol 5 h; Ambient temperature;

1: 90 percent / 40percent NaOH, H2O2 / ethanol / Heating 2: 98 percent / LiAlH4 / tetrahydrofuran / Heating View Scheme

1: 2) Ag2O, H2O / 1) Et2O 2: 98 percent / LiAlH4 / tetrahydrofuran / Heating View Scheme

1: 93 percent / ethanol; H2O / 4 h / Heating 2: 90 percent / 40percent NaOH, H2O2 / ethanol / Heating 3: 98 percent / LiAlH4 / tetrahydrofuran / Heating View Scheme

1: 87 percent / SOCl2, pyridine / tetrahydrofuran 2: 2) Ag2O, H2O / 1) Et2O 3: 98 percent / LiAlH4 / tetrahydrofuran / Heating View Scheme

1: ethanol 2: (i) NaOH, MeOH, (ii) /BRN= 102415/ 3: LiAlH4 View Scheme

1: (i) LiAlH4, (ii) PBr3 2: ethanol 3: (i) NaOH, MeOH, (ii) /BRN= 102415/ 4: LiAlH4 View Scheme

lithium aluminium tetrahydride