Generation of Polysubstituted Tetrahydrofurans via Urea-Enabled, Pd-Catalyzed Olefin Heteroannulation

Herein, we report a palladium-catalyzed heteroannulation approach to couple 2-bromoallyl alcohols and 1,3-dienes to generate a broad range of polysubstituted tetrahydrofuran (THF) rings enabled by urea ligands. Under urea-enabled Pd catalysis, a structurally diverse range of ambiphiles and dienes can be engaged to generate THF products with varying substitution patterns. These products can be readily transformed into prevalent core scaffolds in polyketide natural products.

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Publication Details

Journal
Organic Letters
Published
2026-03-05
DOI
https://doi.org/10.1021/acs.orglett.6c00629
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
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article

Generation of Polysubstituted Tetrahydrofurans via Urea-Enabled, Pd-Catalyzed Olefin Heteroannulation

Shauna M. Paradine, B. Stanley, Owen Monteferrante, Shannon T. O’Neil
Organic Letters
Cyclopropane Reaction Mechanisms
article

Generation of Polysubstituted Tetrahydrofurans via Urea-Enabled, Pd-Catalyzed Olefin Heteroannulation

Shauna M. Paradine, B. Stanley, Owen Monteferrante, Shannon T. O’Neil
article en

Abstract

Herein, we report a palladium-catalyzed heteroannulation approach to couple 2-bromoallyl alcohols and 1,3-dienes to generate a broad range of polysubstituted tetrahydrofuran (THF) rings enabled by urea ligands. Under urea-enabled Pd catalysis, a structurally diverse range of ambiphiles and dienes can be engaged to generate THF products with varying substitution patterns. These products can be readily transformed into prevalent core scaffolds in polyketide natural products.

Organic LettersVol. 28(11)
University of Rochester (US)
Openalex Percentile: Top 32%
Cyclopropane Reaction Mechanisms
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