Tandem Transacylation/Debenzylation of β-Lactones Mediated by FeCl3 Leading to γ- and δ-Lactones: Application to the Synthesis of (-)-Grandinolide

Abstract
The one step conversion of β-lactones bearing a pendant benzyloxy group to γ- and δ-lactones via a transacylation/debenzylation process is effected using FeCl3. This procedure in conjunction with a previously reported diastereoselective [2+2] cycloaddition has been applied to an asymmetric synthesis of (-)-grandinolide.

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