1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride in tetrahydrofuran T=10°C; 0.5 h; 2: 1,2,3,4-tetrahydro-naphthalen-2-one in tetrahydrofuran T=20°C; Wadsworth-Emmons reaction; 3 h; Further stages.;

toluene-4-sulfonic acid in toluene 64 h; Heating;

1: 63 percent / Zn; I2 / benzene / 3.5 h / Heating 2: 54 percent / p-toluenesulfonic acid monohydrate / benzene / 48 h / Heating View Scheme

lithium aluminium tetrahydride in diethyl ether T=20°C; 0.5 h;