1,5‐Conjugate Addition: A Potentially Valuable Synthetic Tool

Different from well-known 1,4- and 1,6-conjugate addition reactions, umpolung 1,5-addition is considered electronically mismatched and is rarely explored. With palladium hydride catalysis, 1,5-addition was recently proved to be feasible. Diverse types of C-, O-, and N-based nucleophiles can be enantioselectively introduced to the γ-position of electron-deficient conjugated dienes. A series of privileged cyclic structures can also be conveniently prepared through 1,5-addition-involved cascade processes with high stereocontrol. This article provides a perspective on the concept development and advancement of 1,5-conjugate addition, which has gradually emerged as a new synthetic model.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-12-12
DOI
https://doi.org/10.1002/chem.202503269
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

1,5‐Conjugate Addition: A Potentially Valuable Synthetic Tool

Zhi‐Tao He, J. ZHANG, Tao Shen, Xiao-Yun Zhao
Chemistry - A European Journal
Catalytic Cross-Coupling Reactions
article

1,5‐Conjugate Addition: A Potentially Valuable Synthetic Tool

Zhi‐Tao He, J. ZHANG, Tao Shen, Xiao-Yun Zhao
article en

Abstract

Different from well-known 1,4- and 1,6-conjugate addition reactions, umpolung 1,5-addition is considered electronically mismatched and is rarely explored. With palladium hydride catalysis, 1,5-addition was recently proved to be feasible. Diverse types of C-, O-, and N-based nucleophiles can be enantioselectively introduced to the γ-position of electron-deficient conjugated dienes. A series of privileged cyclic structures can also be conveniently prepared through 1,5-addition-involved cascade processes with high stereocontrol. This article provides a perspective on the concept development and advancement of 1,5-conjugate addition, which has gradually emerged as a new synthetic model.

Chemistry - A European JournalVol. 32(3)
Shanghai Institute of Organic Chemistry (CN), Institute for Advanced Study (DE), University of Chinese Academy of Sciences (CN)
Openalex Percentile: Top 70%
Catalytic Cross-Coupling Reactions
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