lithium hydroxide; dihydrogen peroxide in tetrahydrofuran T=0 - 20°C;

in methanol

1.1: Mg; I2 / tetrahydrofuran / Heating 1.2: 60 percent / tetrahydrofuran / -40 - 0 °C 2.1: Et3SiH; TFA / 0 - 20 °C 3.1: (COCl)2; DMF / CH2Cl2 / -10 - 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -70 - -50 °C 4.2: 91 percent / tetrahydrofuran; hexane / -70 - 0 °C 5.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 5.2: 61 percent / tetrahydrofuran / -70 - -50 °C 6.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: 79 percent / Pd(OAc)2; PPh3; aq. Na2CO3 / acetone / 18 h / Heating 2.1: Mg; I2 / tetrahydrofuran / Heating 2.2: 60 percent / tetrahydrofuran / -40 - 0 °C 3.1: Et3SiH; TFA / 0 - 20 °C 4.1: (COCl)2; DMF / CH2Cl2 / -10 - 20 °C 5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -70 - -50 °C 5.2: 91 percent / tetrahydrofuran; hexane / -70 - 0 °C 6.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 6.2: 61 percent / tetrahydrofuran / -70 - -50 °C 7.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: Mg; I2 / tetrahydrofuran / Heating 1.2: 60 percent / tetrahydrofuran / -40 - 0 °C 2.1: Et3SiH; TFA / 0 - 20 °C 3.1: (COCl)2; DMF / CH2Cl2 / -10 - 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -70 - -50 °C 4.2: 91 percent / tetrahydrofuran; hexane / -70 - 0 °C 5.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 5.2: 61 percent / tetrahydrofuran / -70 - -50 °C 6.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: (COCl)2; DMF / CH2Cl2 / -10 - 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -70 - -50 °C 2.2: 91 percent / tetrahydrofuran; hexane / -70 - 0 °C 3.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 3.2: 61 percent / tetrahydrofuran / -70 - -50 °C 4.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: Et3SiH; TFA / 0 - 20 °C 2.1: (COCl)2; DMF / CH2Cl2 / -10 - 20 °C 3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -70 - -50 °C 3.2: 91 percent / tetrahydrofuran; hexane / -70 - 0 °C 4.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 4.2: 61 percent / tetrahydrofuran / -70 - -50 °C 5.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: NaN(SiMe3)2 / tetrahydrofuran / 1 h / -75 °C 1.2: 61 percent / tetrahydrofuran / -70 - -50 °C 2.1: 97 percent / aq. H2O2; LiOH / tetrahydrofuran / 0 - 20 °C View Scheme

1.1: sodium carbonate / palladium diacetate; triphenylphosphine / water; acetone / 18 h / Heating / reflux 2.1: iodine; magnesium / tetrahydrofuran / 1 h / Heating / reflux 3.1: tetrahydrofuran / 1.5 h / -40 °C 3.2: 0 °C 4.1: triethylsilane / trifluoroacetic acid / 2 h / 0 - 20 °C 5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 5 h / -10 - 20 °C 6.1: tetrahydrofuran; hexane / 1.25 h / -70 °C 7.1: sodium hexamethyldisilazide / tetrahydrofuran / 1 h / -75 °C 7.2: 2.33 h / -70 °C 8.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C 8.2: pH 6 View Scheme

1.1: potassium tert-butylate / tetrahydrofuran / 0 - 30 °C / |Inert atmosphere 1.2: 1.75 h / 0 - 5 °C / |Inert atmosphere 2.1: potassium hydroxide / tetrahydrofuran; ethanol; water / 18 h / -10 - 0 °C / |Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 5 h / -5 - 0 °C / |Inert atmosphere 4.1: ethyl acetate / 18 h / 20 - 40 °C / |Cooling 5.1: [RuCl(p-cumene)((S)-2,2-bis(diphenylphosphino)-1,1-binaphthyl)]chloride; hydrogen / methanol / 40 h / 60 °C / 3102.97 Torr 5.2: 16 h / 20 - 40 °C 6.1: citric acid / dichloromethane; water View Scheme