1986•The Journal of Organic ChemistryRequires access

Enantiomeric excess determination without chiral auxiliary compounds. A new phosphorus-31 NMR method for amino acid esters and primary amines

Ben L. Feringa, Bert Strijtveen, Richard M. Kellogg

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Abstract

Amino acid esters and primary amines yield diastereoisomeric methylphosphonic diamides 5 upon reaction with MePSCl2. The enantiomeric excess of amino acid esters and amines is easily determined by measurement of the ratio of diastereoisomers of 5 by 31P NMR spectroscopy.

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Amino acid esters and primary amines yield diastereoisomeric methylphosphonic diamides 5 upon reaction with MePSCl2. The enantiomeric excess of amino acid esters and amines is easily determined by measurement of the ratio of diastereoisomers of 5 by 31P NMR spectroscopy.

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Available abstract

Amino acid esters and primary amines yield diastereoisomeric methylphosphonic diamides 5 upon reaction with MePSCl2. The enantiomeric excess of amino acid esters and amines is easily determined by measurement of the ratio of diastereoisomers of 5 by 31P NMR spectroscopy.

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