1: t-butyl 2-(diethoxyphosphoryl)acetate With methylmagnesium bromide in tetrahydrofuran; diethyl ether T=20°C; Wadsworth-Emmons reaction; 0.25 h; Inert atmosphere; 2: isobutyraldehyde in tetrahydrofuran; diethyl ether Wadsworth-Emmons reaction; RefluxInert atmosphere; diastereoselective reaction;

1: t-butyl 2-(diethoxyphosphoryl)acetate With n-butyllithium in tetrahydrofuran T=0°C; 2: 2-methyl-1-pyrrol-1-yl-propan-1-ol in tetrahydrofuran T=0 - 20°C; Wadsworth-Horner-Emmons olefination;

1: t-butyl 2-(diethoxyphosphoryl)acetate With n-butyllithium in tetrahydrofuran; hexane T=-78°C; Wadsworth-Emmons reaction; 0.5 h; Inert atmosphere; 2: isobutyraldehyde in tetrahydrofuran; hexane T=-78 - 20°C; Wadsworth-Emmons reaction; Inert atmosphere; optical yield given as percent de;

1: SOCl2 / CH2Cl2 / 2 h / 20 °C 2: 6.88 g / CH2Cl2 / 3 h / 20 °C View Scheme

in dichloromethane T=20°C; 3 h;

lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 0.5 h; Yield given. Yields of byproduct given;

1: 91 percent / 1.) LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 40 min, 2.) -78 deg C, 1 h, room temperature 2: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C View Scheme

multistep reaction; other aldehydes and ketones, other germyl compounds, stereoselectivity; Product distribution;