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Issue 27, 2013
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Chemical approach for interconversion of (S)- and (R)-α-amino acids

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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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Article information


Submitted
18 Mar 2013
Accepted
12 May 2013
First published
13 May 2013

Org. Biomol. Chem., 2013,11, 4503-4507
Article type
Paper

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

A. E. Sorochinsky, H. Ueki, J. L. Aceña, T. K. Ellis, H. Moriwaki, T. Sato and V. A. Soloshonok, Org. Biomol. Chem., 2013, 11, 4503
DOI: 10.1039/C3OB40541A

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