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Oxetane Ring‐Opening Reaction: A Key Step for the Preparation of Substituted (Fluoro)alkenyl as Acyclonucleoside Mimics

Von Wiley-VCH zur Verfügung gestellt

An oxetane ring-opening reaction was achieved selectively to afford geometry-controlled tri- and tetrasubstituted alkenes as acyclonucleosides precursors. Preliminary enzymatic essays suggest a similarity between nucleosides and obtained fluoroacyclonucleosides.


Abstract

Tri- and tetra-substituted alkenes, including fluoroalkenes, were prepared by a selective ring-opening reaction of functionalized oxetanes. The introduction of adenine nucleic base allows the synthesis of alkenyl and fluoroalkenyl derivatives that were evaluated towards DltA enzyme as potential nucleoside mimics.

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