Attempts on Fluorinative Transformation of Selected Functionalized Cycloalkene Scaffolds through Aziridination/Aziridine-Opening Protocol

Novák, Tamás T. and Gömöry, Ágnes and Nonn, Melinda and Han, Jianlin and Kiss, Loránd (2025) Attempts on Fluorinative Transformation of Selected Functionalized Cycloalkene Scaffolds through Aziridination/Aziridine-Opening Protocol. SYNLETT, 36 (4). ISSN 0936-5214

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Abstract

Studies on the transformations of some functionalized cycloalkene derivatives through their ring olefin-bond aziridination/aziridine opening with fluoride are presented. The selected model compounds submitted to fluorinative functionalization were an amino ester and diesters with a cyclohexene skeleton as well as a cyclopentenefused -lactam. Functionalization proceeded across a substrate-directed diastereoselective olefin-bond aziridination, followed by fluoridemediated aziridine opening or intramolecular lactonization giving some fluorinated amino ester or amino lactone derivatives.

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