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Microwave-assisted nucleophilic fluorination: a facile approach to the synthesis of 6′,6′-gem-difluorinated carbocyclic nucleosides

Year: 2026
Type: article
Abstract: Nucleophilic fluorination of a sterically hindered cyclopentanone intermediate under microwave irradiation is established to construct the key 6′,6′- gem -difluorocarbocyclic scaffold, which provides a practical approach to the synthesis of 6′,6′- gem -difluorinated carbocyclic nucleosides. The requisite cyclopentanone was accessed through the optimized oxidative cleavage of a methylenecyclopentane precursor derived from an intramolecular radical cyclization. This concise strategy shortens the synthetic steps and enables the expansion of nucleobase diversity for 6′,6′- gem -difluorinated carbocyclic nucleosides.
Language: English
Open Access status: gold
Estimated APC paid: $3,801
OpenAlex ID: W7140103145
FWCI:
Cites: 22
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