1: 70 mg / Zn / acetic acid; H2O / 1 h / 45 - 50 °C 2: 65 mg / H2 / 10 percent Pd/C / diethyl ether 3: pyridinium dichromate / CH2Cl2 / 6 h / Ambient temperature 4: 34 mg / 1.) m-chlorperbenzoic acid, p-TsOH; 2.) m-chlorperbenzoic acid / CHCl3 / Ambient temperature; 1.) 48 h; 2.) 92 h 5: 2 N NaOH / methanol; H2O / 18 h / Heating View Scheme

1: 65 mg / H2 / 10 percent Pd/C / diethyl ether 2: pyridinium dichromate / CH2Cl2 / 6 h / Ambient temperature 3: 34 mg / 1.) m-chlorperbenzoic acid, p-TsOH; 2.) m-chlorperbenzoic acid / CHCl3 / Ambient temperature; 1.) 48 h; 2.) 92 h 4: 2 N NaOH / methanol; H2O / 18 h / Heating View Scheme

1: H2 / 10 percent Pd/C / diethyl ether / Ambient temperature 2: 70 mg / Zn / acetic acid; H2O / 1 h / 45 - 50 °C 3: 65 mg / H2 / 10 percent Pd/C / diethyl ether 4: pyridinium dichromate / CH2Cl2 / 6 h / Ambient temperature 5: 34 mg / 1.) m-chlorperbenzoic acid, p-TsOH; 2.) m-chlorperbenzoic acid / CHCl3 / Ambient temperature; 1.) 48 h; 2.) 92 h 6: 2 N NaOH / methanol; H2O / 18 h / Heating View Scheme

sodium hydroxide in methanol; water 18 h; Heating;

1: pyridinium dichromate / CH2Cl2 / 6 h / Ambient temperature 2: 34 mg / 1.) m-chlorperbenzoic acid, p-TsOH; 2.) m-chlorperbenzoic acid / CHCl3 / Ambient temperature; 1.) 48 h; 2.) 92 h 3: 2 N NaOH / methanol; H2O / 18 h / Heating View Scheme

1: 34 mg / 1.) m-chlorperbenzoic acid, p-TsOH; 2.) m-chlorperbenzoic acid / CHCl3 / Ambient temperature; 1.) 48 h; 2.) 92 h 2: 2 N NaOH / methanol; H2O / 18 h / Heating View Scheme

diisopropoxyaluminium trifluoroacetate; 4-nitrobenzaldehdye in benzene 1.5 h; Ambient temperature;