1: 1-methoxy-{[(4-methylphenyl)sulfinyl]methyl}benzene With lithium diisopropyl amide in tetrahydrofuran T=-70 - -40°C; 0.5 h; 2: With copper(I) bromide in tetrahydrofuran T=-40 - 20°C; 0.5 h; 3: Zn(CH2I)2 in tetrahydrofuran T=20°C; 1 h;

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere 1.2: -78 - -30 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran / Inert atmosphere; Cooling 2.2: Inert atmosphere; Cooling 3.1: 1,1-dimethylethylmagnesium chloride / tetrahydrofuran / -45 °C / Inert atmosphere 3.2: -45 - 20 °C / Inert atmosphere View Scheme

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere 1.2: -78 - -30 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran / Inert atmosphere; Cooling 2.2: Inert atmosphere; Cooling 3.1: 1,1-dimethylethylmagnesium chloride / tetrahydrofuran / -45 °C / Inert atmosphere 3.2: -45 - 20 °C / Inert atmosphere View Scheme

(S)-C13H17I2NO2; vanadyl acetylacetonate; dihydrogen peroxide in dichloromethane; water T=20°C; Bolm oxidation; 1.66667 h; Title compound not separated from byproducts;