1: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h 2: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 3: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 4: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

1: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 2: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 3: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

1: 68 percent / methanolic para-toluenesulfonic acid / toluene / 144 h 2: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 3: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 4: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

1: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature 2: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 3: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h 4: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 5: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 6: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

1: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 2: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature 3: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 4: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h 5: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 6: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 7: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

hydrogen; platinum(IV) oxide in methanol

1: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 2: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

hydrogen; nickel

2: H2 / Ni View Scheme

diethyl ether Erhitzen der erhaltenen 10-Hydroxy-10-methyl-stearinsaeure mit einer Spur Jod auf 175grad,Verestern mit Methanol und folgende Hydrierung in Gegenwart von Platinoxyd in Methanol;