Configurational and conformational NMR study of enantiopure 2,2-dimethyl-1-(1-naphthyl)propanol via its carbamate derivatives

Marta Pomares, Xavier Grabuleda, Carlos Jaime, Albert Virgili, Ángel Álvarez-Larena, Joan F. Piniella

Research output: Contribution to journalArticleResearchpeer-review

2 Citations (Scopus)

Abstract

2,2-Dimethyl-1-(1-naphthyl)propanol was synthesized and the corresponding enantiomers were isolated by chiral HPLC. These enantiomers gave diastereoisomeric carbamates by reaction with (S)-(-)-1-phenylethylisocyanate, which were studied by NMR. The comparison of NMR data and molecular mechanics calculations allowed us to determine the absolute configuration of corresponding alcohols. Finally, x-ray results were in agreement with the absolute configuration proposed from the NMR spectra. Copyright © 1999 John Wiley & Sons, Ltd.
Original languageEnglish
Pages (from-to)885-890
JournalMagn. Reson. Chem.
Volume37
Issue number12
DOIs
Publication statusPublished - 1 Jan 1999

Keywords

  • 1 H NMR
  • Carbamates
  • Chiral HPLC
  • Molecular mechanics (MM)
  • NMR
  • X-ray

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