Secondary Deuterium Isotope Effects on Carbonyl Ylide Intermediates

Abstract
The formation of vinyldihydrofuran (6) and dihydrooxepine (5) is sensitive to deuterium substitution at the terminal methylene of 2,3-divinyloxirane. Intra- and intermolecular isotope effects have been examined and suggest that 5 is produced on a competitive basis with 6 from a common intermediate.

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