1: 3-methyl-1,2-butadiene With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran T=-78°C; Metallation; 0.166667 h; 2: 2-bromo-2-phenyl-1-ethene With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran Substitution; 2 h;

in tetrahydrofuran T=20°C; Wittig reaction; 0.5 h;

1: 88 percent / Zn/Ag; TMEDA; AcOH / ethanol; diethyl ether / 0 - 20 °C 2: tetrahydrofuran / 0.5 h / 20 °C View Scheme

1: 84 percent / phosphorous oxychloride; zinc / diethyl ether / 4.5 h / 20 °C 2: 88 percent / Zn/Ag; TMEDA; AcOH / ethanol; diethyl ether / 0 - 20 °C 3: tetrahydrofuran / 0.5 h / 20 °C View Scheme

tetrakis(triphenylphosphine) palladium(0); magnesium 1.) THF, rerflux, 1 h, 2.) 1 h; Multistep reaction. Yields of byproduct given;

T=360°C; P=0.05 - 0.1 Torr; Equilibrium constant;

bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; [(CF3)2CHO]3P in ethylene glycol dimethyl ether T=20°C; P=7500.6 Torr; 16 h;