Abstract
The series of title compounds were found to be conveniently
available from the corresponding trans -4-chloro-1-(phthalimido)-2-cyclopentene.
The allylic chlorocycloalkene was found to be an excellent substrate
for Pd(0)-mediated acyloxylation with the salts of carboxylic acids.
Using the allylic chlorocycloalkene as a coupling partner, the Pd(0)-mediated
alkylation with active methylene compounds was facilitated in variable
yields by promotion with organic bases such as DBU and 1,1,3,3-tetramethylguanidine.
Using the Pd(0)-mediated protocol, the product 4-substituted-trans -1-phthalimido-2-cyclopentenes were
obtained in modest to excellent yields overall.
Key words
alkylation - coupling reactions - cyclopentenes - imides - palladium
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[14a
