water; sodium hydroxide 0.5 h;

1: Cr(OAc)2 / ethanol 2: H2 / Rh catalyst / dioxane View Scheme

1: Zn, H2O / ethanol 2: H2 / Rh catalyst / dioxane View Scheme

phosphate buffer pH 7; oxygen; (2-hydroxypropyl)-α-cyclodextrin T=20°C; 27 h; catalase, Brevibacterium sp. cholesterol oxidase E.C. 1.1.3.6;

1.1: 4-(N,N-dimethlyamino)pyridine / pyridine / 1 h / 40 °C 2.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 20 °C 2.2: 2 h / 0 °C 3.1: potassium bromide; sodium hypochlorite; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0 °C 4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 4.2: 0.25 h / 0 °C 5.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate; acetic acid / 3 h / 20 °C 6.1: hydrogenchloride / methanol; water / 6 h / 30 °C 7.1: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 8.1: potassium hydroxide; water / methanol / 16 h / 30 °C 9.1: perchloric acid / water / 1 h / 20 °C 10.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 11.1: water; sodium hydroxide / 0.5 h View Scheme

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 20 °C 1.2: 2 h / 0 °C 2.1: potassium bromide; sodium hypochlorite; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 3.2: 0.25 h / 0 °C 4.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate; acetic acid / 3 h / 20 °C 5.1: hydrogenchloride / methanol; water / 6 h / 30 °C 6.1: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 7.1: potassium hydroxide; water / methanol / 16 h / 30 °C 8.1: perchloric acid / water / 1 h / 20 °C 9.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 10.1: water; sodium hydroxide / 0.5 h View Scheme

1.1: potassium bromide; sodium hypochlorite; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 2.2: 0.25 h / 0 °C 3.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate; acetic acid / 3 h / 20 °C 4.1: hydrogenchloride / methanol; water / 6 h / 30 °C 5.1: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 6.1: potassium hydroxide; water / methanol / 16 h / 30 °C 7.1: perchloric acid / water / 1 h / 20 °C 8.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 9.1: water; sodium hydroxide / 0.5 h View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 1.2: 0.25 h / 0 °C 2.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate; acetic acid / 3 h / 20 °C 3.1: hydrogenchloride / methanol; water / 6 h / 30 °C 4.1: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 5.1: potassium hydroxide; water / methanol / 16 h / 30 °C 6.1: perchloric acid / water / 1 h / 20 °C 7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 8.1: water; sodium hydroxide / 0.5 h View Scheme

1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate; acetic acid / 3 h / 20 °C 2: hydrogenchloride / methanol; water / 6 h / 30 °C 3: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 4: potassium hydroxide; water / methanol / 16 h / 30 °C 5: perchloric acid / water / 1 h / 20 °C 6: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 7: water; sodium hydroxide / 0.5 h View Scheme

1: hydrogenchloride / methanol; water / 6 h / 30 °C 2: Jone's reagent / acetone; dichloromethane / 0.5 h / 0 °C 3: potassium hydroxide; water / methanol / 16 h / 30 °C 4: perchloric acid / water / 1 h / 20 °C 5: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; trifluoroacetic acid / dimethyl sulfoxide / 40 h / 40 °C 6: water; sodium hydroxide / 0.5 h View Scheme