Chemical approach for interconversion of (S)- and (R)-α-amino acids

Organic & Biomolecular Chemistry Pub Date: 2013-05-13 DOI: 10.1039/C3OB40541A

Abstract

Here we report a general method for the preparation of unnatural (R)-α-amino acids via complexation of α-(phenyl)ethylamine derived chiral reagent (S)-3 with various (S)-α-amino acids. The reactions proceed with synthetically useful chemical yields and thermodynamically controlled diastereoselectivity. Chiral reagent (S)-3 can be conveniently recovered and reused without any loss of enantiomeric purity and reactivity.

Graphical abstract: Chemical approach for interconversion of (S)- and (R)-α-amino acids
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