1: 88 percent / H2 / Pd/C / ethyl acetate 3: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature 4: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature 5: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C 6: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C 7: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C 8: toluene / 5 h / 90 °C 9: NaOH / methanol / 2 h / Ambient temperature 10: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h 11: 58 percent / H2O2 / pyridine; CH2Cl2; H2O / 18 h / Ambient temperature 12: 90 percent / HCl / methanol; H2O / 1 h / Ambient temperature View Scheme

With  hydrogen; palladium on activated charcoal in  ethyl acetate  

Multi-step reaction with 4 steps 1: 88 percent / H2 / Pd/C / ethyl acetate3: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature4: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature  

Multi-step reaction with 8 steps 1: 88 percent / H2 / Pd/C / ethyl acetate3: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature4: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature5: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C6: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C7: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C8: toluene / 5 h / 90 °C  

Multi-step reaction with 10 steps 1: 88 percent / H2 / Pd/C / ethyl acetate3: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature4: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature5: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C6: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C7: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C8: toluene / 5 h / 90 °C9: NaOH / methanol / 2 h / Ambient temperature10: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h