1: tert-butyl-(12-iodo-dodecyloxy)-dimethyl-silane With tert.-butyl lithium in diethyl ether T=-78°C; 0.0833333 h; 2: methyl vinyl ketone in diethyl ether T=-78°C; 0.25 h;

1: 2.54 g / imidazole / tetrahydrofuran / 2 h 2: tetrahydrofuran / 0 - 20 °C View Scheme

1.1: 85 percent / m-chloroperbenzoic acid; acetic acid / CH2Cl2 / 24 h / Heating 2.1: N,O-dimethylhydroxylamine hydrochloride; methyllithium / tetrahydrofuran / 0 - 20 °C 2.2: tetrahydrofuran / 0 - 20 °C 3.1: 2.54 g / imidazole / tetrahydrofuran / 2 h 4.1: tetrahydrofuran / 0 - 20 °C View Scheme

1.1: N,O-dimethylhydroxylamine hydrochloride; methyllithium / tetrahydrofuran / 0 - 20 °C 1.2: tetrahydrofuran / 0 - 20 °C 2.1: 2.54 g / imidazole / tetrahydrofuran / 2 h 3.1: tetrahydrofuran / 0 - 20 °C View Scheme

1.1: aq. HI / toluene / 6 h / 90 °C 2.1: imidazole / CH2Cl2 / 3 h / 20 °C 3.1: t-butyllithium / diethyl ether / 0.08 h / -78 °C 3.2: diethyl ether / 0.25 h / -78 °C View Scheme

1.1: imidazole / CH2Cl2 / 3 h / 20 °C 2.1: t-butyllithium / diethyl ether / 0.08 h / -78 °C 2.2: diethyl ether / 0.25 h / -78 °C View Scheme

in tetrahydrofuran T=0 - 20°C;

tetrabutyl ammonium fluoride in tetrahydrofuran 15 h;

1: 0.98 g / tetrabutylammonium fluoride / tetrahydrofuran / 15 h 2: 76 percent / sodium hydride / tetrahydrofuran / Heating View Scheme