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ChiPros Chiral Amines

By: Daniel Weibel, Chemfiles Volume 11 Article 1

Chiral amines play an important role in stereoselective organic synthesis. They are used directly as resolving agents, building blocks or chiral auxiliaries. While classically available through racemic resolution with optically active acids, biotechnological approaches also open a way to chiral amines.1 BASF’s optimized lipase-catalyzed route to optically active amines (Scheme 1) can be run at a scale of several thousand tons. Due to the wide range of substrates tolerated by the enzymes, a large variety of diff erent chiral amines and chiral aminoalcohols are commercially available.

Scheme 1: Lipase-catalyzed resolution of racemic amines.

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  1. Breuer, M.; Ditrich, K. et al. Angew. Chem. Int. Ed. 2004, 43, 788-824.

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