Stereoselective Synthesis of Conjugated Dienes via Aryl-to-Vinyl 1,4-Nickel Migration and Reductive Cross-Coupling

Selective functionalization of remote C-H bonds via metal/hydride shift and cross-coupling represents a powerful strategy in modern synthetic chemistry. Herein, we report a highly efficient aryl-to-vinyl 1,4-nickel migration coupled with a reductive cross-coupling for the stereoselective synthesis of conjugated dienes. This tandem process proceeds under mild conditions, accommodates a wide range of substrates, and achieves excellent regioselectivity and Z/E stereoselectivity, offering a valuable method for constructing multisubstituted conjugated dienes.

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Publication Details

Journal
Organic Letters
Published
2025-02-03
DOI
https://doi.org/10.1021/acs.orglett.4c04604
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.87

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article

Stereoselective Synthesis of Conjugated Dienes via Aryl-to-Vinyl 1,4-Nickel Migration and Reductive Cross-Coupling

Yu‐Yong Luan, Cui‐Tian Wang, Rui-Qiang Jiao, Yiming Duan et al.
2 citations
Organic Letters
Catalytic C–H Functionalization Methods
1.87
article

Stereoselective Synthesis of Conjugated Dienes via Aryl-to-Vinyl 1,4-Nickel Migration and Reductive Cross-Coupling

Yu‐Yong Luan, Cui‐Tian Wang, Rui-Qiang Jiao, Yiming Duan, Guohua Ren, Xue‐Yuan Liu, Haochen Li
article en
2 citations

Abstract

Selective functionalization of remote C-H bonds via metal/hydride shift and cross-coupling represents a powerful strategy in modern synthetic chemistry. Herein, we report a highly efficient aryl-to-vinyl 1,4-nickel migration coupled with a reductive cross-coupling for the stereoselective synthesis of conjugated dienes. This tandem process proceeds under mild conditions, accommodates a wide range of substrates, and achieves excellent regioselectivity and Z/E stereoselectivity, offering a valuable method for constructing multisubstituted conjugated dienes.

Organic LettersVol. 27(6)
Lanzhou Jiaotong University (CN), Lanzhou University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 18%
Catalytic C–H Functionalization Methods
1.87
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Stereoselective Synthesis of Conjugated Dienes via Aryl-to-Vinyl 1,4-Nickel Migration and Reductive Cross-Coupling — Yu‐Yong Luan, Cui‐Tian Wang, et al. · Organic Letters (2025) | TGRS Research Map | TGRS