Enantioselective Palladium-Catalyzed Cascade Narasaka–Heck Cyclization/Suzuki Coupling Reaction

A Pd-catalyzed enantioselective Narasaka–Heck Cyclization/Suzuki cascade reaction was reported. This work established an approach to synthesize chiral aryl and alkenyl functionalized pyrroline products by employing oxime esters and readily available boronic acids. This method features good functional group tolerance, high yields, and high enantioselectivity. A series of pyrrolines bearing quaternary carbon stereocenters could be easily accessed. Mechanistic studies support a monomeric Pd-ligand species in this catalytic cycle.

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Publication Details

Journal
ACS Catalysis
Published
2025-01-27
DOI
https://doi.org/10.1021/acscatal.4c06658
Citations
6
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
5.62
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article

Enantioselective Palladium-Catalyzed Cascade Narasaka–Heck Cyclization/Suzuki Coupling Reaction

Junfeng Yang, Zihao Ye, Wenshao Ye, Kangning Cao et al.
6 citations
ACS Catalysis
Catalytic C–H Functionalization Methods
5.62
article

Enantioselective Palladium-Catalyzed Cascade Narasaka–Heck Cyclization/Suzuki Coupling Reaction

Junfeng Yang, Zihao Ye, Wenshao Ye, Kangning Cao, Shutao Qi, Junliang Zhang
article en
6 citations

Abstract

A Pd-catalyzed enantioselective Narasaka–Heck Cyclization/Suzuki cascade reaction was reported. This work established an approach to synthesize chiral aryl and alkenyl functionalized pyrroline products by employing oxime esters and readily available boronic acids. This method features good functional group tolerance, high yields, and high enantioselectivity. A series of pyrrolines bearing quaternary carbon stereocenters could be easily accessed. Mechanistic studies support a monomeric Pd-ligand species in this catalytic cycle.

ACS CatalysisVol. 15(3)
Fudan University (CN), Henan Normal University (CN), Yangzhou University (CN)
Openalex Percentile: Top 5%
Catalytic C–H Functionalization Methods
5.62
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