1: i-BuSO2PT With 18-crown-6 ether; potassium hexamethylsilazane in toluene T=-78°C; Julia-Kocienski reaction; 0.0111111 h; Inert atmosphere; 2: 3-phenyl-propionaldehyde in toluene T=-78°C; Julia-Kocienski reaction; 0.5 h; Inert atmosphere; Mechanism; Reagent/catalystSolvent; diastereoselective reaction;

1: isobutyl triphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 2 h; 2: 3-phenyl-propionaldehyde in tetrahydrofuran; hexane T=20°C; Wittig olefination; 6 h; Title compound not separated from byproducts;

1: i-BuSO2PT With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; Julia-Kocienski reaction; Inert atmosphere; 2: 3-phenyl-propionaldehyde in tetrahydrofuran T=-78°C; Julia-Kocienski reaction; 0.5 h; Inert atmosphere; optical yield given as percent de;

1: 50 percent / tricaprylmethylammonium chloride, aq. NaOH / pentane / 3 h / Ambient temperature 2: 25.5 percent Chromat. / Na in liq. NH3 / diethyl ether / 2 h View Scheme

sodium in diethyl ether 2 h;