1: 63 percent / DIBAL-H / benzene / 2.5 h / Ambient temperature 2: tetrahydrofuran / 0.17 h / 0 °C 3: 100 percent / MnO2 / petroleum ether / 1 h View Scheme

1: With diisobutylaluminium hydride in hexane; Petroleum ether T=-60 - 20°C; 0.5 h; 2: With silica gel in water; toluene T=-20 - 0°C; 1 h;

toluene-4-sulfonic acid in toluene Heating;

1,8-diazabicyclo[5.4.0]undec-7-ene in benzene 4 h; Heating;

(i) Br2, CHCl3, (UV-irradiation), (ii) PhNEt2; Multistep reaction;

1: 88 percent / mCPBA / ethyl acetate / 20 °C 2: 93 percent / nBuLi; DIPA / tetrahydrofuran / 20 °C 3: 77 percent / p-TsOH / toluene / Heating View Scheme

1: 93 percent / nBuLi; DIPA / tetrahydrofuran / 20 °C 2: 77 percent / p-TsOH / toluene / Heating View Scheme

1: 1) lithium diisopropyl amide / 1) THF, a) -78 deg C, 100 min, b) 10 deg C, 60 min, 2) 40 min 2: KOH; ethanol / 4 h 3: nBu4NCN / 8 h / 75 °C 4: 45 percent / ozone, sodium bicarbonate / ethyl acetate / 8 h / 0 °C 5: 92 percent / NaBH4 / ethanol / 1.5 h / Ambient temperature 6: conc. HCl / CH2Cl2 / 31 h 7: AIBN, tri-n-butyltin hydride / toluene / 2 h / Heating 8: 93 percent / ozone / ethyl acetate / 0.5 h / -78 °C 9: SOCl2 / methanol / 2 h 10: 99 percent / NaBH4, CeCl3*7H2O / methanol / 0.08 h 11: 75 percent / p-toluenesulphonic acid / toluene / 30 h / Heating View Scheme

1: sodium bisulphate / H2O / 6 h / 0 - 15 °C 2: SOCl2, pyridine / benzene / 1 h / Heating 3: 1.8548 g / benzoyl peroxide, N-bromosuccinimide / CCl4 / 0.67 h / Heating 4: 27 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / 4 h / Heating View Scheme

1: SOCl2, pyridine / benzene / 1 h / Heating 2: 1.8548 g / benzoyl peroxide, N-bromosuccinimide / CCl4 / 0.67 h / Heating 3: 27 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / 4 h / Heating View Scheme