lithium aluminium tetrahydride in diethyl ether heated at reflux;;

tetrahydrofuran; 1,2,3-trimethylallylbromide; magnesium in tetrahydrofuran THF added to Mg and react. initiated by addn. 1,1,2-trimethylallylbromide; soln. heated to reflux and soln. of Ph3SnCl in THF and 1,1,2-trimethylallylbromide added over 2.5 h; mixt. stirred for 22 h; hydrolyzed withNH4Cl soln.; organic layer isolated, solvent removed by evapn., bis-allyls distilledoff (68-70°C at 12 torr), residue dissolved in ether, washed with MeOH-water soln. KF, ether layer dried with MgSO4, ether removed, product crystd. from hexane; elem. anal.;

1: NaOH 2: diethyl ether 3: LiAlH4 View Scheme

1: diethyl ether 2: LiAlH4 View Scheme

2: NaOH 3: diethyl ether 4: LiAlH4 View Scheme