sodium chlorite; Me-AZADO+BF4- in acetonitrile T=25°C; pH=6.7; 10 h; aq. phosphate buffer;

1: (1-phenylcyclohexyl)methanol With sodium chlorite; sodium dihydrogenphosphate; 1-MeAZADO(1+)*Cl(1-) in dichloromethane; water T=25°C; 10 h; 2: With 2-methyl-but-2-ene in dichloromethane; water 3: diazomethane With hydrogenchloride; sodium hydroxide Product distribution / selectivity; more than 3 stages;

lithium aluminium tetrahydride

lithium aluminium tetrahydride in tetrahydrofuran 3 h; Heating;

1: 72 percent / 48percent aq. HBr / 96 h / Heating 2: 89 percent / HCl / 2 h / Heating 3: 62 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating View Scheme