New evidence on the structure of the product from the reaction of cyclic 2,4,6-trialkylphenylphosphine oxides with dimethyl acetylenedicarboxylate (DMAD); formed by an inverse Wittig reaction type protocol

G. Keglevich, T. Körtvélyesi, Henrietta Forintos, Ágnes Gyöngyvér Vaskó, Izvekov Vladiszlav, L. Tőke

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

New evidence based on spectroscopy, quantum chemical calculations and reactivity suggest that the spirocyclic oxaphosphetes (5) formed by the [2+2] cycloaddition of the title P-heterocycles (4) and DMAD are intermediates to afford a stabilised phosphonium ylide (6) existing as two conformers (6A and B).

Original languageEnglish
Pages (from-to)3721-3727
Number of pages7
JournalTetrahedron
Volume58
Issue number19
DOIs
Publication statusPublished - May 6 2002

Fingerprint

Cycloaddition
Cycloaddition Reaction
Oxides
Spectrum Analysis
Spectroscopy
acetylenedicarboxylic acid dimethyl ester

Keywords

  • Phosphoranes
  • Phosphorus heterocycles
  • Theoretical studies
  • Ylides

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

New evidence on the structure of the product from the reaction of cyclic 2,4,6-trialkylphenylphosphine oxides with dimethyl acetylenedicarboxylate (DMAD); formed by an inverse Wittig reaction type protocol. / Keglevich, G.; Körtvélyesi, T.; Forintos, Henrietta; Vaskó, Ágnes Gyöngyvér; Vladiszlav, Izvekov; Tőke, L.

In: Tetrahedron, Vol. 58, No. 19, 06.05.2002, p. 3721-3727.

Research output: Contribution to journalArticle

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AU - Vladiszlav, Izvekov

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