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

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 cyclopentene-fused β-lactam. Functionalization proceeded across a substrate-directed diastereoselective olefin-bond aziridination, followed by fluoride-mediated aziridine opening or intramolecular lactonization giving some fluorinated amino ester or amino lactone derivatives.

Key words

amino ester - aziridine - fluorination - lactam - lactone

Publication History

Received: 22 May 2024

Accepted after revision: 24 June 2024

Accepted Manuscript online:
24 June 2024

Article published online:
08 July 2024

• References and Notes

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