A new strategy for the regio- and stereoselective hydroxylation of trans-2-aminocyclohexenecarboxylic acid

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26 Citations (Scopus)

Abstract

A simple and novel method for the introduction of an extra hydroxy group into an aminocyclohexanecarboxylic acid via stereoselective epoxidation and regioselective opening of the oxirane ring is presented. This method permits the preparation of the enantiomerically pure hydroxylated amino acid.

Original languageEnglish
Pages (from-to)2855-2858
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number17
DOIs
Publication statusPublished - Apr 24 2006

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Ethylene Oxide
Hydroxylation
Epoxidation
Amino Acids
Acids

Keywords

  • Cyclic β-amino acids
  • Enzymatic resolution
  • Epoxidation
  • Hydroxylated amino acids
  • Selective synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

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abstract = "A simple and novel method for the introduction of an extra hydroxy group into an aminocyclohexanecarboxylic acid via stereoselective epoxidation and regioselective opening of the oxirane ring is presented. This method permits the preparation of the enantiomerically pure hydroxylated amino acid.",
keywords = "Cyclic β-amino acids, Enzymatic resolution, Epoxidation, Hydroxylated amino acids, Selective synthesis",
author = "L. Kiss and E. Forr{\'o} and F. F{\"u}l{\"o}p",
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T1 - A new strategy for the regio- and stereoselective hydroxylation of trans-2-aminocyclohexenecarboxylic acid

AU - Kiss, L.

AU - Forró, E.

AU - Fülöp, F.

PY - 2006/4/24

Y1 - 2006/4/24

N2 - A simple and novel method for the introduction of an extra hydroxy group into an aminocyclohexanecarboxylic acid via stereoselective epoxidation and regioselective opening of the oxirane ring is presented. This method permits the preparation of the enantiomerically pure hydroxylated amino acid.

AB - A simple and novel method for the introduction of an extra hydroxy group into an aminocyclohexanecarboxylic acid via stereoselective epoxidation and regioselective opening of the oxirane ring is presented. This method permits the preparation of the enantiomerically pure hydroxylated amino acid.

KW - Cyclic β-amino acids

KW - Enzymatic resolution

KW - Epoxidation

KW - Hydroxylated amino acids

KW - Selective synthesis

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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