Selective C-2 opening of 2,3-epoxyesters with HN3-amine system

A viable route to β-hydroxy-α-amino acids

Seiki Saito, Nobuyosi Takahashi, Teruhiko Ishikawa, Toshio Moriwake

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.

Original languageEnglish
Pages (from-to)667-670
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number5
DOIs
Publication statusPublished - Jan 28 1991

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Regioselectivity
Hydroxy Acids
Azides
Amines
Hydrogen
Amino Acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Selective C-2 opening of 2,3-epoxyesters with HN3-amine system : A viable route to β-hydroxy-α-amino acids. / Saito, Seiki; Takahashi, Nobuyosi; Ishikawa, Teruhiko; Moriwake, Toshio.

In: Tetrahedron Letters, Vol. 32, No. 5, 28.01.1991, p. 667-670.

Research output: Contribution to journalArticle

Saito, Seiki ; Takahashi, Nobuyosi ; Ishikawa, Teruhiko ; Moriwake, Toshio. / Selective C-2 opening of 2,3-epoxyesters with HN3-amine system : A viable route to β-hydroxy-α-amino acids. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 5. pp. 667-670.
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