Silver-catalyzed asymmetric [3+2] cycloaddition via dynamic kinetic resolution: access to chiral oxazolines bearing C–N axial chirality

Jiayang Lv; Zanjie Xu; Zhengguo Deng; Xinyu Chen; Changdi Zheng; Dingguo Song; Fei Ling; Weihui Zhong

doi:10.1039/d6cc02321e

January 1, 2026Chemical Communications

Silver-catalyzed asymmetric [3+2] cycloaddition via dynamic kinetic resolution: access to chiral oxazolines bearing C–N axial chirality

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Key Points

This research aims to explore a silver-catalyzed method for synthesizing chiral oxazolines with C–N axial chirality.
Conducted silver-catalyzed asymmetric [3+2] cycloaddition of N-aryl indole aldehydes/ketones with isocyanoacetates.
Utilized a cinchona alkaloid-derived ligand to facilitate the reaction.
Focused on achieving dynamic kinetic resolution to access chiral products.
Successfully synthesized various chiral oxazolines with high enantioselectivity.
Demonstrated efficiency in achieving C–N axial chirality during the cycloaddition process.

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Implication

Investigates silver-catalyzed cycloaddition outcomes in creating chiral compounds, indicating potential for diverse applications.

Abstract

A silver-catalyzed asymmetric [3+2] cycloaddition of N-aryl indole aldehydes/ketones with isocyanoacetates is reported. Facilitated by a cinchona alkaloid-derived ligand, this protocol enables the simultaneous construction of C–N axial chirality and...

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Lv et al. (2026) studied this question.

synapsesocial.com/papers/6a0ff496d674f7c03778daa4 https://doi.org/10.1039/d6cc02321e

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Silver-catalyzed asymmetric [3+2] cycloaddition via dynamic kinetic resolution: access to chiral oxazolines bearing C–N axial chirality

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

Silver-catalyzed asymmetric [3+2] cycloaddition via dynamic kinetic resolution: access to chiral oxazolines bearing C–N axial chirality

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

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