1: 84.4 percent / NaBH4, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h 2: 94 percent / NaIO4 / H2O; methanol / 20 h / Ambient temperature 3: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath 4: Al-Hg / tetrahydrofuran; H2O / 6 h / Heating View Scheme

1: 21 percent / mesitylenesulfonyl chloride, Et3N / benzene / 11 h / 50 °C 2: 94 percent / NaIO4 / H2O; methanol / 20 h / Ambient temperature 3: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath 4: Al-Hg / tetrahydrofuran; H2O / 6 h / Heating View Scheme

aluminium amalgam in tetrahydrofuran; water 6 h; Heating;

1: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath 2: Al-Hg / tetrahydrofuran; H2O / 6 h / Heating View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 2.1: methanol; water; sodium hydroxide / 5 h / Reflux 2.2: 1 h / Reflux 3.1: iodine; potassium hydroxide / -5 - 0 °C 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 5.1: methanol; water; sodium hydroxide / 5 h / Reflux 5.2: 1 h / Reflux 6.1: iodine; potassium hydroxide / -5 - 0 °C 7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 8.1: methanol; water; sodium hydroxide / 5 h / Reflux 8.2: 1 h / Reflux 9.1: iodine; potassium hydroxide / -5 - 0 °C 10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 11.1: methanol; water; sodium hydroxide / 5 h / Reflux 11.2: 1 h / Reflux 12.1: iodine; potassium hydroxide / -5 - 0 °C 13.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 14.1: methanol; water; sodium hydroxide / 5 h / Reflux 14.2: 1 h / Reflux 15.1: iodine; potassium hydroxide / -5 - 0 °C 16.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 17.1: methanol; water; sodium hydroxide / 5 h / Reflux 17.2: 1 h / Reflux View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 2.1: methanol; water; sodium hydroxide / 5 h / Reflux 2.2: 1 h / Reflux 3.1: iodine; potassium hydroxide / -5 - 0 °C 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 5.1: methanol; water; sodium hydroxide / 5 h / Reflux 5.2: 1 h / Reflux 6.1: iodine; potassium hydroxide / -5 - 0 °C 7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 8.1: methanol; water; sodium hydroxide / 5 h / Reflux 8.2: 1 h / Reflux View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 2.1: methanol; water; sodium hydroxide / 5 h / Reflux 2.2: 1 h / Reflux 3.1: iodine; potassium hydroxide / -5 - 0 °C 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 5.1: methanol; water; sodium hydroxide / 5 h / Reflux 5.2: 1 h / Reflux 6.1: iodine; potassium hydroxide / -5 - 0 °C 7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 8.1: methanol; water; sodium hydroxide / 5 h / Reflux 8.2: 1 h / Reflux 9.1: iodine; potassium hydroxide / -5 - 0 °C 10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 11.1: methanol; water; sodium hydroxide / 5 h / Reflux 11.2: 1 h / Reflux View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 2.1: methanol; water; sodium hydroxide / 5 h / Reflux 2.2: 1 h / Reflux 3.1: iodine; potassium hydroxide / -5 - 0 °C 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 5.1: methanol; water; sodium hydroxide / 5 h / Reflux 5.2: 1 h / Reflux 6.1: iodine; potassium hydroxide / -5 - 0 °C 7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 8.1: methanol; water; sodium hydroxide / 5 h / Reflux 8.2: 1 h / Reflux 9.1: iodine; potassium hydroxide / -5 - 0 °C 10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 11.1: methanol; water; sodium hydroxide / 5 h / Reflux 11.2: 1 h / Reflux 12.1: iodine; potassium hydroxide / -5 - 0 °C 13.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 14.1: methanol; water; sodium hydroxide / 5 h / Reflux 14.2: 1 h / Reflux View Scheme

1.1: iodine; potassium hydroxide / -5 - 0 °C 2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 3.1: methanol; water; sodium hydroxide / 5 h / Reflux 3.2: 1 h / Reflux 4.1: iodine; potassium hydroxide / -5 - 0 °C 5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 6.1: methanol; water; sodium hydroxide / 5 h / Reflux 6.2: 1 h / Reflux 7.1: iodine; potassium hydroxide / -5 - 0 °C 8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 9.1: methanol; water; sodium hydroxide / 5 h / Reflux 9.2: 1 h / Reflux 10.1: iodine; potassium hydroxide / -5 - 0 °C 11.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 12.1: methanol; water; sodium hydroxide / 5 h / Reflux 12.2: 1 h / Reflux View Scheme

1.1: iodine; potassium hydroxide / -5 - 0 °C 2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 3.1: methanol; water; sodium hydroxide / 5 h / Reflux 3.2: 1 h / Reflux 4.1: iodine; potassium hydroxide / -5 - 0 °C 5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C 6.1: methanol; water; sodium hydroxide / 5 h / Reflux 6.2: 1 h / Reflux View Scheme