1: bis(trimethylsilyl)methylthio-methane With n-butyllithium in tetrahydrofuran; hexane T=-78 - 0°C; 2: pelargonaldehyde in tetrahydrofuran; hexane T=-78 - 20°C; Peterson olefination; 3 h;

1: methylthio(tert-butyldimethylsilyl)trimethylsilyl-methane With n-butyllithium in tetrahydrofuran; hexane T=-78 - 0°C; 2: pelargonaldehyde in tetrahydrofuran; hexane T=-78 - 20°C; Peterson olefination; 3 h; Title compound not separated from byproducts;

1.1: s-BuLi / tetrahydrofuran 1.2: 65 percent / tetrahydrofuran 2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C 2.2: 65 percent / tetrahydrofuran; hexane / 3 h / -78 - 20 °C View Scheme