HYDROCARBOALKOXYLATION OF N-VINYLPHTHALIMIDE CATALYZED BY PALLADIUM COMPLEXES

Article abstract of DOI:10.1016/S0022-328X(00)89120-2

The hydrocarboalkoxylation of N-vinylphthalimide catalyzed by palladium tertiary phosphine complexes occurs with high selectivity towards the linear isomer when the alcohol is used also as the solvent but towards the branched isomer in the presence of an additional solvent.When triphenylphosphine is employed as the ligand, the yield and the regioselectivity towards the branched isomer increase with increasing p_CO or decreasing concentration of the phosphine.Reaction in the presence of molecular hydrogen leads to higher yields, with minor changes in regioselectivity.High regioselectivities toward either the linear or the branched isomer are observed also in the presence of chiral di- or mono-phosphines, but the degree of asymmetric induction is very low.