Some derivatives of alkyl 2-hydroxy-3-oxocyclopent-1-enecarboxylates have been synthesized
and their reactivity as progenitors of cyclopentadienones for intermolecular [4+2]-cycloaddition
reactions has been evaluated. It was found that the derivative containing a phosphate
ester leaving group gave better yields in the cycloaddition reaction among the derivatives
studied. The yields of the cycloaddition reactions were moderate, perhaps due side
reactions not leading to the reactive intermediate cyclopentadienone.
Key words
cycloaddition - cyclopentadienones - Diels–Alder reaction - carbocycles - phosphorylation
- reactive intermediates
