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Assignment of the 1H and 13C NMR spectra and conformational analysis of the pyrrolizidine alkaloid 13-O-acetyldicrotaline

✍ Scribed by David S. Rycroft; Iain R. Stirling; David J. Robins

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

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✦ Synopsis

Abstract

The ^1^H and ^13^C NMR spectra of the pyrrolizidine alkaloid 13‐O‐acetyldicrotaline were studied at 4.7 T. A full assignment of the ^1^H and ^13^C signals was achieved by application of a variety of NMR techniques, including homonuclear ^1^H NOE difference, 2D δ~H~/δ~H~ phase‐sensitive COSY and δ~C~/δ~H~ direct and long‐range correlation experiments. The stereochemistry at C‐13 in dicrotaline is confirmed to be S, and the conformation of the elevenmembered macrocycle is compared with that of related pyrrolizidine alkaloids.

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