In Lewis acid-promoted cyclizations, both the ketoester (1) and its enol acetate (4) generate the cyclopentane (2), while the ketoester (5) under similar conditions does not form the carbobicycle (6) but is converted into the heterocycle (7), via the monocyclic ketoester (8).
E. E. van Tamelen, J. R. Hwu and T. M. Leiden, J. Chem. Soc., Chem. Commun., 1983, 62 DOI: 10.1039/C39830000062
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