Rh6(CO)12; tetrabutyl-ammonium chloride; triethylamine in dimethyl sulfoxide T=50°C; P=15200 Torr; 10 h;

K2Fe(CO)4 in ethanol 1 h; Ambient temperature; Yields of byproduct given;

potassium hydroxide in ethanol to a soln. of K2Fe(CO)4, prepd. from Fe(CO)5 and KOH in EtOH, was addeddropwise allyl phosphate, mixt. was stirred at room temp. for 1 h; diene was obtained as 83:17 mixt. of (E)- and (Z)-isomers (GLC data); reaction mixt. was poured into water, extd. with light petroleum, exts.were dried (Na2SO4), concd., residue chromd. on SiO2 (light petroleum),sepn. of the diene and Fe-complex (compared with authentic sample) was performed by careful Kugelrohr distn.;

1: 1.) Pd(PPh3)4, trimethylsilyl azide, Bu4NF / 1.) THF, RT, 1 h, 2.) THF, RT, 2 h 2: 2 N aq. NaOH / tetrahydrofuran / 1 h / 50 °C View Scheme

copper(II) bis(trifluoromethanesulfonate); triethyl phosphite in tetrahydrofuran T=-30 - 20°C; 3 h;

in tetrahydrofuran Ambient temperature; Yield given. Yields of byproduct given;

1: p-methoxybenzyl chloride With magnesium in tetrahydrofuran T=0°C; 1 h; Inert atmosphere; 2: diethyl geranyl phosphate in tetrahydrofuran T=-40 - 25°C; 12 h; Inert atmosphere;

samarium diiodide; water; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran 1.5 h; Ambient temperatureother reag.; Product distribution;

bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran 120 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1.) -78 deg C; 2.) room temp; Yield given. Yields of byproduct given;