1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - 23 °C / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: InI3 / dichloromethane / 0 - 23 °C / Inert atmosphere View Scheme

1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in dimethyl sulfoxide; toluene T=23°C; 2 h; Inert atmosphere;

sodium tetrahydroborate in ethanol T=0°C; 0.5 h;

1: 100 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 - 20 °C 2: PCC / CH2Cl2 / 3 h View Scheme

1: lithium hexamethyldisilazane / tetrahydrofuran / 20 h / 0 °C 2: hydrogenchloride / tetrahydrofuran; water / |Reflux View Scheme

hydrogenchloride

1: Raney nickel; methanol; acetic acid / Hydrogenation 2: aqueous HCl View Scheme

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