1.1: 94 percent / L-selectride / tetrahydrofuran / 1.5 h / -60 °C 2.1: 96 percent / diisobutylaluminium hydride / toluene / 1 h / -40 °C 3.1: potassium tert-butoxide / tetrahydrofuran / cooling 3.2: tetrahydrofuran; toluene / -20 - 20 °C 4.1: 5.6 kg / aq. HCl / tetrahydrofuran; toluene; dimethylformamide / 2 h / 45 °C 5.1: 74 percent / sulfamic acid; sodium chlorite / CH2Cl2; H2O / 0.5 h View Scheme

1: cyanomethyl-phosphonic acid diethyl ester With potassium tert-butylate in tetrahydrofuran T=-5°C; 1 h; 2: 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanone in tetrahydrofuran T=22°C; Horner-Wadsworth-Emmons olefination; 20 h; Further stages.;

in tetrahydrofuran; diethyl ether; n-heptane; isopropanol acetate; water

1.1: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C 2.1: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C 3.1: xylene / 16 h / 130 °C 4.1: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C 5.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 5.2: 97 percent / tetrahydrofuran / 20 h / 22 °C View Scheme

1.1: 100 percent / sodium hydroxide / ethanol / cooling 2.1: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C 3.1: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C 4.1: xylene / 16 h / 130 °C 5.1: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C 6.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 6.2: 97 percent / tetrahydrofuran / 20 h / 22 °C View Scheme

1.1: 100 percent / sodium hydroxide / ethanol / cooling 2.1: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C 3.1: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C 4.1: xylene / 16 h / 130 °C 5.1: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C 6.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 6.2: 97 percent / tetrahydrofuran / 20 h / 22 °C View Scheme

1.1: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C 2.1: xylene / 16 h / 130 °C 3.1: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C 4.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 4.2: 97 percent / tetrahydrofuran / 20 h / 22 °C View Scheme

1.1: xylene / 16 h / 130 °C 2.1: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C 3.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 3.2: 97 percent / tetrahydrofuran / 20 h / 22 °C View Scheme

1: 94 percent / L-selectride / tetrahydrofuran / 1.5 h / -60 °C 2: 96 percent / diisobutylaluminium hydride / toluene / 1 h / -40 °C View Scheme

sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; n-heptane; isopropanol acetate; water