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

Author:

Leparfait David1,Xiao Feng1,Coupri Delphine2,Gueulle Sabrina2,Desriac Florie2,Budin‐Verneuil Aurélie2,Verneuil Nicolas2,Hartke Axel2,Pfund Emmanuel1,Lequeux Thierry1ORCID

Affiliation:

1. Normandie Université Laboratoire de Chimie Moléculaire et Thioorganique LCMT UMR 6507 ENSICAEN, UNICAEN CNRS 6 Bd. du Maréchal Juin 14050 Caen France

2. Normandie Université Communication Bactérienne et Stratégies Anti-Infectieuses CBSA UR 4312, UNICAEN Esplanade de la paix 14000 Caen France

Abstract

AbstractTri‐ 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.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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