Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling

Herein, we report a novel ligand-switchable Pd-catalyzed carbene coupling reaction employing vinylethylene carbonates and sulfoxonium ylides. By proper choice of ligands, the chemoselectivity of the process could be efficiently regulated, allowing for the availability of dihydrofuran or dienol scaffolds. This method features mild reaction conditions, broad scope, and remarkable synthetic utility. Compound <b>6f</b> can effectively stimulate the secretion of GLP-1, providing promising insight into the development of small-molecule agonists for the GLP-1 receptor.

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Publication Details

Journal
Organic Letters
Published
2025-04-24
DOI
https://doi.org/10.1021/acs.orglett.5c01198
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00

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article

Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling

Weibo Yang, Yi Zang, Erfei Miao, Chao-Ying Huang et al.
Organic Letters
Cyclopropane Reaction Mechanisms
article

Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling

Weibo Yang, Yi Zang, Erfei Miao, Chao-Ying Huang, Yili Sun, Ke‐Qiang Hou, Tongyu Bi, Lingyi Sun, Xiaolong Ma, Xun Zhang, Zhongliang Xu
article en

Abstract

Herein, we report a novel ligand-switchable Pd-catalyzed carbene coupling reaction employing vinylethylene carbonates and sulfoxonium ylides. By proper choice of ligands, the chemoselectivity of the process could be efficiently regulated, allowing for the availability of dihydrofuran or dienol scaffolds. This method features mild reaction conditions, broad scope, and remarkable synthetic utility. Compound <b>6f</b> can effectively stimulate the secretion of GLP-1, providing promising insight into the development of small-molecule agonists for the GLP-1 receptor.

Organic LettersVol. 27(18)
Shanghai University (CN), Nanjing University of Chinese Medicine (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Materia Medica (CN), Institute for Advanced Study (DE), University of Chinese Academy of Sciences (CN), Indiana University School of Medicine
National Natural Science Foundation of China, China Postdoctoral Science Foundation, Postdoctoral Science Foundation of Shanghai Municipality
Clean water and sanitation
Openalex Percentile: Top 93%
Cyclopropane Reaction Mechanisms
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Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling — Weibo Yang, Yi Zang, et al. · Organic Letters (2025) | TGRS Research Map | TGRS