Abstract

Chiral N-heterocyclic carbenes were found to be efficient catalysts for the formal [2+2] cycloaddition reaction of disubstituted ketenes and isatins to give the corresponding spirocyclic oxindole-β-lactones in good yields with good diastereo-selectivities and excellent enantioselectivities. Ring opening with Grignard reagents or decarboxylation of the oxindole spirocyclic-β-lactone gave the corresponding 3-hydroxy- or 3-alkylenyloxindoles in good yields.

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