Asymmetric Synthesis of Atropisomeric Amines via Transaminase-Catalyzed Dynamic Kinetic Resolution
J. M. Coto-Cid (University of Seville)
P. Rodríguez-Salamanca (Avanzada (ORFEO−CINQA))
C. M. Heckmann (TU Delft - BT/Biocatalysis)
C. E. Paul (TU Delft - BT/Biocatalysis)
J. López-Serrano (Avanzada (ORFEO−CINQA))
Rosario Fernández (University of Seville)
José M. Lassaletta (Avanzada (ORFEO−CINQA))
Valentín Hornillos (University of Seville)
Gonzalo de Gonzalo (University of Seville)
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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.
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