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

G KOCH, G C LLOYDJONES, O LOISELEUR, A PFALTZ, R PRETOT, S SCHAFFNER, P SCHNIDER, P VONMATT, Guy C Lloyd-Jones

Research output: Contribution to journalArticle (Academic Journal)peer-review

77 Citations (Scopus)

Abstract

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 (Journal of the Royal Netherlands Chemical Society)
Volume114
Issue number4-5
Publication statusPublished - 1995

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