1: With sodium hydrogen orthophosphate dihydrate; 3-chloro-benzenecarboperoxoic acid in dichloromethane T=20°C; Dakin oxidation; 24 h; 2: With sodium hydroxide in methanol T=20°C; 2 h;

1: With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-78°C; 2 h; 2: With boric acid trimethyl ester in tetrahydrofuran; cyclohexane T=-78 - 20°C; 5 h; 3: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; cyclohexane T=20°C; 8 h;

1.1: 93.7 percent / diisopropylethylamine / tetrahydrofuran / 24 h / 50 - 55 °C 2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: trimethylborate / tetrahydrofuran; cyclohexane / -78 - 0 °C 2.3: 65.2 percent / sodium perborate tetrahydrate / H2O; ethyl acetate View Scheme

1: KH / tetrahydrofuran 2: m-chloroperbenzoic acid; Na2HPO4 3: H2O View Scheme

1: K2CO3; TBAI / dimethylformamide / 25 h / 20 °C 2: aq, HCl / tetrahydrofuran / 6 h / 20 °C 3: 89 percent / aluminum isopropoxide / toluene; cyclohexane / 20 h / 145 - 150 °C View Scheme

1: K2CO3; TBAI / dimethylformamide / 25 h / 20 °C 2: aq, HCl / tetrahydrofuran / 6 h / 20 °C View Scheme