1: para-bromobenzonitrile With tert.-butyl lithium in diethyl ether; pentane T=-78°C; 0.5 h; 2: With zinc dibromide in tetrahydrofuran; diethyl ether; pentane T=-78 - 0°C; 0.5 h; 3: 1-bromo-2-iodoethylene With trifuran-2-yl-phosphane; Cl2Pd[bis(2-diphenylphosphinophenyl)ether]; diisobutylaluminium hydride in tetrahydrofuran; diethyl ether; hexane T=0°C; 4 h;

potassium phosphate; diphenylphosphine oxide in tetrahydrofuran T=70°C; Schlenk techniqueInert atmosphere; diastereospecific reaction;

triethylamine; phosphonic acid diethyl ester 1 h;

1: triphenylphosphine / dichloromethane / |Inert atmosphere 2: diphenylphosphine oxide; potassium phosphate / tetrahydrofuran / 70 °C / |Schlenk technique; |Inert atmosphere View Scheme

sodium azide; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; tris-(dibenzylideneacetone)dipalladium(0) in 1,4-dioxane T=90°C; 14 h;