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

✍ Scribed by David S. Rycroft; David J. Robins; Ian H. Sadler


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
273 KB
Volume
30
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The ^1^H NMR spectrum of the quinolizidine alkaloid lupinine was studied at 200 and 600 MHz. A full assignment of the ^1^H signals was achieved by application of a variety of NMR techniques, including homonuclear ^1^H NOE difference, 2D δ~H~/δ~H~ COSY and direct δ~C~/δ~H~ 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 ^13^C NMR spectrum has been confirmed by independent, and more direct, means.


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