The conformational analysis of 3-hydroxytetrahydro-1,3-oxazines by NMR spectroscopy

  • Sk Asrof Ali*
  • , Syed M.A. Hashmi
  • , Mohammed I.M. Wazeer
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

The stereochemistry of the preferred conformers of several 3-hydroxytetrahydro-1,3-oxazines has been established by NMR spectroscopy. Strong anomeric effect stabilises the conformation having equatorial orientation of the lone pair on nitrogen. Nitrogen inversion process was found to be the rate limiting process in the conformational equilibria.

Original languageEnglish
Pages (from-to)1445-1452
Number of pages8
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume55
Issue number7-8
DOIs
StatePublished - 1999

Keywords

  • Anomeric effect
  • NMR spectroscopy
  • Nitrogen inversion

ASJC Scopus subject areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Instrumentation
  • Spectroscopy

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