ammonium chloride; zinc in cyclohexane; water appropriate alkyltin chloride is added to cyclohexane/H2O mixt. with excess of zinc powder, appropriate allyl bromide is added dropwise under stirring within 5 min, mixt. is stirred for 30 min; extn. (petroleum ether), separated org. layer is washed (aq. NaCl), drying (MgSO4), solvent is removed, distn.;

in diethyl ether

ammonium chloride; zinc in tetrahydrofuran; water appropriate alkyltin chloride is added to THF/H2O mixt. with excess of zinc powder, appropriate allyl bromide is added dropwise under stirring within 5 min, mixt. is stirred for 30 min; extn. (petroleum ether), separated org. layer is washed (aq. NaCl), drying (MgSO4), solvent is removed, distn.;

ammonium chloride; zinc in tetrahydrofuran; water appropriate alkyltin chloride is added to THF/H2O mixt. with excess of zinc powder, appropriate allyl bromide is added dropwise under stirring within 5 min, mixt. is stirred for 30 min; extn. (petroleum ether), separated org. layer is washed (aq. NaCl), drying (MgSO4), solvent is removed, distn., mixt. of Bu2Sn(CH2CHCH2)2 and Bu2Sn(CH2CHCH2)Cl in ratio 2:3;

in diethyl ether

magnesium in diethyl ether soln. of trialkyltin chloride and 5-fold excess of allyl bromide in ether was added (at a rate to maintain a gentle reflux) to 5-fold excess of Mg with vigorous stirring under Ar; chromy. (silica gel, pentane);

in diethyl ether soln. of BuSnCl3 in Et2O was added dropwise over 5 min to stirred soln. of CH2CHCH2MgCl in Et2O at -10°C under Ar; mixt. was warmed to room temp.; refluxed for 2 h; cooled to -10°C; quenched with H2O followed by aq. HCl; aq. layerextd. (Et2O); combined org. layers washed (H2O); dried (molecular sieve s); solvent removed (vac.); distd. (vac.);

In(OSO2CF3)3 in dichloromethane T=20°C; 12 h;

bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran T=100°C; 6 h;

in tetrahydrofuran; acetonitrile 1 h; Ambient temperature;