1: 72 percent / benzene / 16 h / Heating 2: 88 percent / H2 / Pd/C / ethyl acetate 4: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature 5: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature 6: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C 7: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C 8: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C 9: toluene / 5 h / 90 °C 10: NaOH / methanol / 2 h / Ambient temperature 11: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h 12: 58 percent / H2O2 / pyridine; CH2Cl2; H2O / 18 h / Ambient temperature 13: 90 percent / HCl / methanol; H2O / 1 h / Ambient temperature View Scheme

Multi-step reaction with 4 steps 1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 20 °C2: 1.00 g / K2CO3 / CH2Cl2 / 14 h / 20 °C3: 80 percent / H2 / 5 percent Pd/C / ethanol / 15 h / 20 °C4: 92 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C  

Multi-step reaction with 2 steps 1: 72 percent / benzene / 16 h / Heating2: 88 percent / H2 / Pd/C / ethyl acetate  

Multi-step reaction with 5 steps 1: 72 percent / benzene / 16 h / Heating2: 88 percent / H2 / Pd/C / ethyl acetate4: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature5: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature  

Multi-step reaction with 9 steps 1: 72 percent / benzene / 16 h / Heating2: 88 percent / H2 / Pd/C / ethyl acetate4: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature5: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature6: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C7: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C8: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C9: toluene / 5 h / 90 °C  

Multi-step reaction with 11 steps 1: 72 percent / benzene / 16 h / Heating2: 88 percent / H2 / Pd/C / ethyl acetate4: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature5: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature6: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C7: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C8: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C9: toluene / 5 h / 90 °C10: NaOH / methanol / 2 h / Ambient temperature11: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h