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Updated: Jul 10, 2026

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
Published on: December 16, 2022
Unusual endoperoxide isomerizations: a convenient entry into 2-vinyl-2-cyclopentenones from saturated fulvene
Ihsan Erden1, Nuket Ocal, Jiangao Song
1San Francisco State University, Department of Chemistry, 1600 Holloway Avenue, San Francisco, CA 94132, USAYildiz Technical University, Faculty of Arts and Sciences, Department of Chemistry, Davutpasa Campus, 34010, Merter-Istanbul, Turkey.
Abstract:
An unusual peroxide base promoted isomerization was uncovered. Saturated endoperoxides derived from fulvenes give rise to 2-vinyl-2-cyclopentenones upon treatment with DBU in CH(2)Cl(2) in a one-pot reaction. This methodology was applied to a convenient synthesis of dihydrojasmone. Moreover, functional groups placed on the side chain at C-6 participate in the base catalyzed isomerizations via conjugate attack at the enone moiety to give 2-cyclopentenones carrying oxygen heterocycles at C2.
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