Revised assignment of the 1H NMR spectrum of the quinolizidine alkaloid lupinine

Rycroft, D. S., Robins, D. J. and Sadler, I. H. (1992) Revised assignment of the 1H NMR spectrum of the quinolizidine alkaloid lupinine. Magnetic Resonance in Chemistry, 30(13), S15-S17. (doi:10.1002/mrc.1260301306)

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Abstract

The 1H NMR spectrum of the quinolizidine alkaloid lupinine was studied at 200 and 600 MHz. A full assignment of the 1H signals was achieved by application of a variety of NMR techniques, including homonuclear 1H NOE difference, 2D δH/δH COSY and direct δC/δH correlation experiments. This results in some changes to the current literature assignments; particularly important is the conclusion that the chemical shift difference between the equatorial (β) and axial (α) protons at C-9 is negative (−0.47 ppm) rather than positive. The currently accepted assignment of the 13C NMR spectrum has been confirmed by independent, and more direct, means.

Item Type:Articles
Additional Information:Invited contribution to special issue: Structure elucidation of natural products by NMR.
Keywords:NMR spectroscopy.
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Rycroft, Dr David and Robins, Prof David
Authors: Rycroft, D. S., Robins, D. J., and Sadler, I. H.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Magnetic Resonance in Chemistry
Publisher:John Wiley & Sons, Ltd
ISSN:0749-1581
ISSN (Online):1097-458X

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