New chiral P-ligands

P-amino- and P-cycloalkoxy dibenzo[c.e][1,2] oxaphosphorines

G. Keglevich, Helga Szelke, Andrea Kerényi, Veronika Kudar, Miklós Hanusz, Kálmán Simon, T. Imre, K. Ludányi

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

The reaction of racemic chloro-dibenzo[c.e][1,2]oxaphosphorine with (S)-(-)-α-methyl-benzylamine and (1R,2S,5R)-(-)-menthol led to a mixture of optically active diastereomers of the corresponding phosphonous derivatives. The isomers were separated in a diastereomeric excess of 71-93% at the phosphonic oxide and/or at the phosphonous borane stage. The P(III) boranes are suitable precursors of the P-ligands. The absolute P-configuration in one of the menthyl phosphonates isolated was determined by single crystal X-ray analysis.

Original languageEnglish
Pages (from-to)4015-4021
Number of pages7
JournalTetrahedron Asymmetry
Volume16
Issue number24
DOIs
Publication statusPublished - Dec 12 2005

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Boranes
boranes
X ray analysis
Isomers
menthol
Ligands
Single crystals
Menthol
Derivatives
Organophosphonates
ligands
Oxides
isomers
X-Rays
oxides
single crystals
configurations
x rays
benzylamine

ASJC Scopus subject areas

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

Cite this

New chiral P-ligands : P-amino- and P-cycloalkoxy dibenzo[c.e][1,2] oxaphosphorines. / Keglevich, G.; Szelke, Helga; Kerényi, Andrea; Kudar, Veronika; Hanusz, Miklós; Simon, Kálmán; Imre, T.; Ludányi, K.

In: Tetrahedron Asymmetry, Vol. 16, No. 24, 12.12.2005, p. 4015-4021.

Research output: Contribution to journalArticle

Keglevich, G. ; Szelke, Helga ; Kerényi, Andrea ; Kudar, Veronika ; Hanusz, Miklós ; Simon, Kálmán ; Imre, T. ; Ludányi, K. / New chiral P-ligands : P-amino- and P-cycloalkoxy dibenzo[c.e][1,2] oxaphosphorines. In: Tetrahedron Asymmetry. 2005 ; Vol. 16, No. 24. pp. 4015-4021.
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AU - Szelke, Helga

AU - Kerényi, Andrea

AU - Kudar, Veronika

AU - Hanusz, Miklós

AU - Simon, Kálmán

AU - Imre, T.

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