| Abstract
| - A novel tandem [2 + 2] cycloaddition−Dieckmann condensation via ynolate anions is described.Ynolate anions are useful for the formation of reactive β-lactone enolates via a pathway not involvingthe enolization of the corresponding β-lactones. The [2 + 2] cycloaddition of ynolate anions with δ-or γ-keto esters, followed by Dieckmann condensation, gives bicyclic β-lactones, which are easilydecarboxylated to produce synthetically useful 2,3-disubstituted cyclopentenones and cyclohexenonesin one pot. This tandem reaction was applied to a novel, one-pot synthesis of highly substitutednaphthalenes.
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