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

Citation
Sa. Ali et al., The conformational analysis of 3-hydroxytetrahydro-1,3-oxazines by NMR spectroscopy, SPECT ACT A, 55(7-8), 1999, pp. 1445-1452
Citations number
13
Categorie Soggetti
Spectroscopy /Instrumentation/Analytical Sciences
Journal title
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
ISSN journal
13861425 → ACNP
Volume
55
Issue
7-8
Year of publication
1999
Pages
1445 - 1452
Database
ISI
SICI code
1386-1425(199907)55:7-8<1445:TCAO3B>2.0.ZU;2-4
Abstract
The stereochemistry of the preferred conformers of several 3-hydroxytetrahy dro-1,3-oxazines has been established by NMR spectroscopy. Strong anomeric effect stabilises the conformation having equatorial orientation of the lon e pair on nitrogen. Nitrogen inversion process was found to be the rate lim iting process in the conformational equilibria. (C) 1999 Elsevier Science B .V. All rights reserved.