Methyl 5-hydroxy-2-methylenevalerate (3) under basic conditions cyclises preferentially to α-methylene-δ-valerolactone (4) by a 6-Exo-Trig process which is a faster reaction than the alternative 6-Endo-Trig mode of ring closure.
J. E. Baldwin and J. A. Reiss, J. Chem. Soc., Chem. Commun., 1977, 77 DOI: 10.1039/C39770000077
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