SYNTHESIS OF CHIRAL (PHOSPHINOARYL)OXAZOLINES, A VERSATILE CLASS OF LIGANDS FOR ASYMMETRIC CATALYSIS

G KOCH*, GC LLOYD-JONES, O LOISELEUR, A PFALTZ, R PRETOT, S SCHAFFNER, P SCHNIDER, P VONMATT, Guy Lloyd-Jones

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

Enantiomerically pure 2-[2-(diphenylphosphino)aryl]oxazolines are readily prepared from 2-bromobenzonitrile by transmetalation with BuLi, subsequent reaction with chlorodiphenylphosphine and conversion of the resulting phosphinoaryl nitrile to the oxazoline by treatment with a chiral amino alcohol in the presence of ZnCl2. An alternative synthesis is based on the orthometalation of 2-aryloxazolines followed by reaction with chlorodiphenylphosphine.

Original languageEnglish
Pages (from-to)206-210
Number of pages5
JournalRecueil des Travaux Chimiques des Pays-Bas
Volume114
Issue number4-5
Publication statusPublished - 1995

Keywords / Materials (for Non-textual outputs)

  • AMINO ALCOHOLS
  • CHIRAL OXAZOLINES
  • CHIRAL P,N-LIGANDS
  • ALLYLIC SUBSTITUTION
  • ORTHO LITHIATION
  • AMINO-ACIDS
  • REDUCTION

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