EnantioselectivePalladium-Catalyzed Cascade Narasaka–HeckCyclization/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.

Publication Details

Journal
Figshare
Published
2025-01-28
DOI
https://doi.org/10.1021/acscatal.4c06658.s001
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
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EnantioselectivePalladium-Catalyzed Cascade Narasaka–HeckCyclization/Suzuki Coupling Reaction

Figshare
Catalytic Cross-Coupling Reactions
article

EnantioselectivePalladium-Catalyzed Cascade Narasaka–HeckCyclization/Suzuki Coupling Reaction

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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.

Figshare
Openalex Percentile: Top 51%
Catalytic Cross-Coupling Reactions
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EnantioselectivePalladium-Catalyzed Cascade Narasaka–HeckCyclization/Suzuki Coupling Reaction · Figshare (2025) | TGRS Research Map | TGRS