Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis

Teruhiko Ishikawa, Keita Nagai, Mami Senzaki, Akiko Tatsukawa, Seiki Saito

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Isoxazolidines that are useful precursors for β-amino acids have been prepared relying on intermolecular amino Michael addition-intramolecular S(N)2 displacement employing hydroxylamine or hydrate of ketone-based nitrone as an N- and O-centered binucleophile.

Original languageEnglish
Pages (from-to)2433-2448
Number of pages16
JournalTetrahedron
Volume54
Issue number11
DOIs
Publication statusPublished - Mar 12 1998

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Synthetic Chemistry Techniques
Nucleophiles
Hydroxylamine
Hydrates
Ketones
Hydration
Amino Acids
nitrones

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis. / Ishikawa, Teruhiko; Nagai, Keita; Senzaki, Mami; Tatsukawa, Akiko; Saito, Seiki.

In: Tetrahedron, Vol. 54, No. 11, 12.03.1998, p. 2433-2448.

Research output: Contribution to journalArticle

Ishikawa, Teruhiko ; Nagai, Keita ; Senzaki, Mami ; Tatsukawa, Akiko ; Saito, Seiki. / Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis. In: Tetrahedron. 1998 ; Vol. 54, No. 11. pp. 2433-2448.
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