A rational synthesis of trans-2-(3-phenylprop-1-yl)cyclohexylamino-2-oxazoline enantiomers

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A novel method has been developed for the synthesis of the optical antipodes of trans-2-(3-phenylprop-1-yl)cyclohexylamino-2-oxazoline 1 from racemic cis-octahydrocoumarin 4 instead of cyclohexene oxide 2, because the synthesis of 1 from compound 2 was unsuccessful. Compound 4 was resolved with 1-phenylethylamine enantiomers. Although the preparation of this oxazoline from cyclohexene oxide is known, the resolution and the enantiomeric enrichment step have not been described.

Original languageEnglish
Pages (from-to)773-778
Number of pages6
JournalTetrahedron Asymmetry
Volume19
Issue number7
DOIs
Publication statusPublished - Apr 17 2008

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Enantiomers
enantiomers
antipodes
Phenethylamines
Oxides
oxides
synthesis
preparation
cyclohexene oxide
cyclohexylamino oxazoline

ASJC Scopus subject areas

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

Cite this

A rational synthesis of trans-2-(3-phenylprop-1-yl)cyclohexylamino-2-oxazoline enantiomers. / Schindler, J.; Faigl, F.; Hegedûs, L.; Pálovics, Emese; Fogassy, E.

In: Tetrahedron Asymmetry, Vol. 19, No. 7, 17.04.2008, p. 773-778.

Research output: Contribution to journalArticle

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