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oai:figshare.com:article/34028767 2026-09-30T03:08:09Z category_1 category_915 category_14 category_24 category_39 category_132 category_133 portal_63 item_type_6 month_year_09_2026

Unexpected Rearrangement of Unsaturated Lactones to Give Tricyclic Furopyrrolidinones Ebuka L. Onyeyilim (25139980) David B. C. Martin (8073110) Biophysics Physical Sciences not elsewhere classified Molecular Biology Evolutionary Biology Ecology Infectious Diseases Plant Biology novel tricyclic furopyrrolidinones give tricyclic furopyrrolidinones dynamic equilibrium process two products support providing products unsaturated lactones unexpected rearrangement stereochemical assignments reaction occurs ray diffraction providing evidence providing access multiple additions mediated rearrangement lactam functionalities dependent manner crystal x conjugated lactones adjacent ether An unexpected cyanide-mediated rearrangement of conjugated lactones is described, providing access to novel tricyclic furopyrrolidinones. This reaction occurs in a stoichiometry- and substrate-dependent manner, induced by multiple additions of cyanide to α,β,γ,δ-unsaturated lactones bearing suitable aryl substituents, providing products with adjacent ether, nitrile, and lactam functionalities. Single-crystal X-ray diffraction (SCXRD) studies of two products support the stereochemical assignments, providing evidence of a dynamic equilibrium process. 2026-09-29T00:00:00Z Text Journal contribution 10.1021/acs.joc.6c01880.s001 https://figshare.com/articles/journal_contribution/Unexpected_Rearrangement_of_Unsaturated_Lactones_to_Give_Tricyclic_Furopyrrolidinones/34028767 CC BY-NC 4.0