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Synlett 1995; 1995(6): 633-634
DOI: 10.1055/s-1995-5031
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Synthesis of N-Hydroxy α-Amino Acids from α-Hydroxy Acids with High Enantiomeric Purity

Stephen Hanessian* , Rui-Yang Yang
  • *Department of Chemistry, Université de Montréal, C.P. 6128, Succ. Centre-ville, Montréal, Québec, CANADA, H3C 3J7
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Publication Date:
31 December 2000 (online)

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An efficient synthesis of N-alkoxycarbonyl-O-alkoxycarbonyl and N-hydroxy α-amino acids has been developed utilizing a Mitsunobu reaction and N-alkoxycarbonyl-O-alkoxycarbonyl hydroxylamines as nucleophiles. The method also gives access to D- or L-α-amino acids by reductive cleavage of the N-hydroxy derivatives.

Mitsunobu reaction - α-hydroxyamino acids - D-amino acids