(3+2) Annulationof Donor–Acceptor Cyclopropaneswith Difluoroenoxysilanes: Syntheses of <i>gem</i>-Difluorocyclopentenesvia α,α-Difluoroketone Scaffolds

Herein, we present an acid- and base-mediated approach for ring opening of donor–acceptor cyclopropanes (DACs) followed by (3+2) annulation, yielding biologically relevant <i>gem</i>-difluorinated cyclopentenes via α,α-difluoroketone scaffolds. Fluorinated rings are essential building blocks in drug discovery and materials research. This methodology has a broad substrate scope, is scalable, and provides a practical synthetic route to obtain value-added fluorinated compounds.

Publication Details

Journal
Figshare
Published
2025-03-27
DOI
https://doi.org/10.1021/acs.joc.4c03181.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

(3+2) Annulationof Donor–Acceptor Cyclopropaneswith Difluoroenoxysilanes: Syntheses of gem-Difluorocyclopentenesvia α,α-Difluoroketone Scaffolds

Figshare
Mycorrhizal Fungi and Plant Interactions
article

(3+2) Annulationof Donor–Acceptor Cyclopropaneswith Difluoroenoxysilanes: Syntheses of gem-Difluorocyclopentenesvia α,α-Difluoroketone Scaffolds

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Abstract

Herein, we present an acid- and base-mediated approach for ring opening of donor–acceptor cyclopropanes (DACs) followed by (3+2) annulation, yielding biologically relevant <i>gem</i>-difluorinated cyclopentenes via α,α-difluoroketone scaffolds. Fluorinated rings are essential building blocks in drug discovery and materials research. This methodology has a broad substrate scope, is scalable, and provides a practical synthetic route to obtain value-added fluorinated compounds.

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Mycorrhizal Fungi and Plant Interactions
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(3+2) Annulationof Donor–Acceptor Cyclopropaneswith Difluoroenoxysilanes: Syntheses of <i>gem</i>-Difluorocyclopentenesvia α,α-Difluoroketone Scaffolds · Figshare (2025) | TGRS Research Map | TGRS