1: AgCO3-Celite / toluene 2: 9 g / N,N-dimethylaminopyridine, Et3N / CH2Cl2 / 0.5 h 3: 138 mg / Br2 / acetic acid / 1 h / Ambient temperature 4: 62 mg / Cr(OAc)2 / CHCl3; acetic acid / 1 h / Ambient temperature 5: 26 mg / Li2CO3, LiBr / dimethylformamide / 4 h / 80 °C 6: 30 percent H2O2, 2 N NaOH / dioxane / 24 h / Ambient temperature 7: diethyl ether 8: 58 mg / Cr(OAc)2 / ethanol / 1 h / Ambient temperature 9: 15 mg / NaBH4 / propan-2-ol / 0.5 h 10: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme

lithium hydroxide in methanol 1 h; Heating;

1: 30 percent H2O2, 2 N NaOH / dioxane / 24 h / Ambient temperature 2: diethyl ether 3: 58 mg / Cr(OAc)2 / ethanol / 1 h / Ambient temperature 4: 15 mg / NaBH4 / propan-2-ol / 0.5 h 5: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme

1: 9 g / N,N-dimethylaminopyridine, Et3N / CH2Cl2 / 0.5 h 2: 138 mg / Br2 / acetic acid / 1 h / Ambient temperature 3: 62 mg / Cr(OAc)2 / CHCl3; acetic acid / 1 h / Ambient temperature 4: 26 mg / Li2CO3, LiBr / dimethylformamide / 4 h / 80 °C 5: 30 percent H2O2, 2 N NaOH / dioxane / 24 h / Ambient temperature 6: diethyl ether 7: 58 mg / Cr(OAc)2 / ethanol / 1 h / Ambient temperature 8: 15 mg / NaBH4 / propan-2-ol / 0.5 h 9: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme

1: alkaline hydrogen peroxide 2: chromous acetate / ethanol 3: sodium borohydride 4: methanolic potassium hydroxide View Scheme

1: 1., chromous acetate; 2., calcium carbonate / 1., ethanol; 2., dimethylformamide 2: alkaline hydrogen peroxide 3: chromous acetate / ethanol 4: sodium borohydride 5: methanolic potassium hydroxide View Scheme

1: chromous acetate / ethanol 2: sodium borohydride 3: methanolic potassium hydroxide View Scheme

1: 15 mg / NaBH4 / propan-2-ol / 0.5 h 2: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme

1: 26 mg / Li2CO3, LiBr / dimethylformamide / 4 h / 80 °C 2: 30 percent H2O2, 2 N NaOH / dioxane / 24 h / Ambient temperature 3: diethyl ether 4: 58 mg / Cr(OAc)2 / ethanol / 1 h / Ambient temperature 5: 15 mg / NaBH4 / propan-2-ol / 0.5 h 6: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme

1: 62 mg / Cr(OAc)2 / CHCl3; acetic acid / 1 h / Ambient temperature 2: 26 mg / Li2CO3, LiBr / dimethylformamide / 4 h / 80 °C 3: 30 percent H2O2, 2 N NaOH / dioxane / 24 h / Ambient temperature 4: diethyl ether 5: 58 mg / Cr(OAc)2 / ethanol / 1 h / Ambient temperature 6: 15 mg / NaBH4 / propan-2-ol / 0.5 h 7: 178 mg / 2 N LiOH / methanol / 1 h / Heating View Scheme