1: With water; acetic acid Hydrolysis; 1 h; Heating; 2: With sodium methylate in methanol Alkaline methanolysis; Further stages.;

1: 1.) PhSeH, n-BuLi; 2.) n-Bu3SnH, AIBN / 1.) THF, hexane, -20 deg C, 2 h; 2.) benzene, reflux, 12 h 2: 58 percent / Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 30 h 3: 78 percent / NaOCH3 / methanol / 5 h / 0 - 5 °C 4: Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 20 h / Ambient temperature 5: DMAP / CH2Cl2 / 4 h / Ambient temperature 6: NaOCH3 / methanol / 0.67 h / 0 - 5 °C 7: 1.) n-BuLi / 1.) THF, hexane, 0-5 deg C; 2.) room temp., 13 h 8: 6 percent / n-Bu4NIO4, Na2HPO4 / CDCl3 / 1.75 h / Ambient temperature View Scheme

1: 1.) 80percent CH3COOH 2.) NaOCH3 / 1.) heating, 2.) methanol 2: 97 percent / NaOH / tetrahydrofuran; H2O / 5.5 h / Ambient temperature View Scheme

ammonium hydroxide 168 h; Ambient temperature;

1: 100 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 2: dimethyl diazomalonate, rhodium octanoate dimer / benzene / 0.5 h / Ambient temperature View Scheme