Enantiomeric purity primary amines derivatives

The enantiomeric purities of primary and secondary amines have also been established by H NMR spectroscopy by their conversion into the corresponding sulfonamide. These derivatives often produce crystalline compounds that are suitable for X-ray crystallographic studies. For example, the enantiomeric purities of amines (5), (6), and (7) were determined by H NMR spectroscopy and the absolute stereochemistry of (7) was unequivocally established by X-ray crystallography. 

Amines. In a manner similar to alcohols, the enantiomeric purity of primary and secondary amines can be assayed by H NMR analysis of their MTPA amides. The technique has been particularly useful for amino acid derivatives, e.g. (13), (14), and (15). ... 

Noncovalent MTPA Derivatives. The enantiomeric purity of some chiral amines can be determined by H NMR with (S)- or (J )-MTPA as a chiral solvating agent. The method is particularly useful for chiral tertiary amines that are not amenable to conversion into MTPA amides, e.g. (18) and (19), although it has been utilized for primary and secondary amines as well, e.g. (20). ... 

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