Asymmetric Synthesis of Atropisomeric Amines via Transaminase‐Catalyzed Dynamic Kinetic Resolution

Atropisomeric heterobiaryl primary amines are of significant interest in both organic and pharmaceutical chemistry. A series of transaminases have been employed to synthesize these valuable compounds with high yields (up to 98% conversion) and excellent enantioselectivities (up to ≥99% ee ) via dynamic kinetic resolution of the corresponding heterobiaryl aldehydes. This process features a Lewis acid–base interaction strategy to facilitate labilization of the stereogenic axis.

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Journal
Advanced Synthesis & Catalysis
Published
2025-11-26
DOI
https://doi.org/10.1002/adsc.70254
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
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Asymmetric Synthesis of Atropisomeric Amines via Transaminase‐Catalyzed Dynamic Kinetic Resolution

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Axial and Atropisomeric Chirality Synthesis
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Asymmetric Synthesis of Atropisomeric Amines via Transaminase‐Catalyzed Dynamic Kinetic Resolution

Valentı́n Hornillos, Christian M. Heckmann, Gonzalo de Gonzalo, Juan M. Coto‐Cid, Joaquín López‐Serrano, Rosario Fernández, José M. Lassaletta, Patricia Rodríguez‐Salamanca, Caroline E. Paul
article en

Abstract

Atropisomeric heterobiaryl primary amines are of significant interest in both organic and pharmaceutical chemistry. A series of transaminases have been employed to synthesize these valuable compounds with high yields (up to 98% conversion) and excellent enantioselectivities (up to ≥99% ee ) via dynamic kinetic resolution of the corresponding heterobiaryl aldehydes. This process features a Lewis acid–base interaction strategy to facilitate labilization of the stereogenic axis.

Advanced Synthesis & CatalysisVol. 368(2)
Instituto de Investigaciones Químicas (ES), Instituto de Química Orgánica General (ES), Universidad de Sevilla (ES), Delft University of Technology (NL)
Openalex Percentile: Top 72%
Axial and Atropisomeric Chirality Synthesis
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