PALLADIUM MEDIATED SYNTHESIS OF CONJUGATED E or Z ENONES AND UNSYMMETRICAL DIVINYL KETONES. ONE-POT PREPARATION OF ISOEGOMAKETONE

Article abstract of DOI:10.1016/S0040-4020(01)87356-7

The palladium (o) catalyzed coupling of acyl halides or anhydrides with alkenyl copper reagents furnishes α,β ethylenic ketones and α,β-α',β' diethylenic ketones in high yield.The substitution pattern of the alkenyl copper reagent, directly obtained by carbocupration of alkynes, is fully retained.Anhydrides of Z-ethylenic acids also retain their Z stereochemistry. β-halogeno-vinyl ketones react under the above conditions to afford α,β-γ,δ dienones.An efficient one-pot synthesis of Z or E isoegomaketone is reported.