Catalytic enantioselective Michael addition in the synthesis of α-aminophosphonates

Zsuzsa M. Jászay, Gábor Németh, Truong Son Pham, Imre Petneházy, A. Grün, L. Tőke

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

Enantioenriched (S)-phosphoglutaminic acid derivatives with up to 72% ee were obtained in the catalytic enantioselective Michael reaction of the achiral phosphoglycine synthon. The scope and limitation of the process in terms of the catalyst (diverse (R,R)-TADDOL derivatives) and the base (solid alkali metal tert-butoxides) were examined. The nature of the transition complex was also investigated.

Original languageEnglish
Pages (from-to)3837-3840
Number of pages4
JournalTetrahedron Asymmetry
Volume16
Issue number23
DOIs
Publication statusPublished - Nov 28 2005

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Michael reaction
Alkali Metals
alkali metals
Derivatives
catalysts
acids
Acids
Alkali metals
synthesis
Catalysts

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Catalytic enantioselective Michael addition in the synthesis of α-aminophosphonates. / Jászay, Zsuzsa M.; Németh, Gábor; Pham, Truong Son; Petneházy, Imre; Grün, A.; Tőke, L.

In: Tetrahedron Asymmetry, Vol. 16, No. 23, 28.11.2005, p. 3837-3840.

Research output: Contribution to journalArticle

Jászay, Zsuzsa M. ; Németh, Gábor ; Pham, Truong Son ; Petneházy, Imre ; Grün, A. ; Tőke, L. / Catalytic enantioselective Michael addition in the synthesis of α-aminophosphonates. In: Tetrahedron Asymmetry. 2005 ; Vol. 16, No. 23. pp. 3837-3840.
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