Palladium homoenolates substitution reactions

Substitution reactions of sp halides have been achieved with the aid of a palladium catalyst (Scheme 23). 14,19 variety of aryl bromides and iodides serve as electrophiles. Reactions with vinyl halides are stereospecific. Vinyl trifluoromethanesulfonates (triflates) also react rapidly with homoenolates. 

Transition metal cyclopropanolates underwent ring opening by P-carbon elimination to generate transition metal homoenolates. Palladium(ll)-catalyzed ring opening of substituted cyclopropanols predominantly occurred at the less substituted C-C bond to give conjugated enones (Scheme 2.31) [47]. When the reaction was performed under non-oxidative conditions, a mixture of unsaturated and saturated ketones was obtained [48]. 

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