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

Rycroft, D. S., Stirling, I. R. and Robins, D. J. (1992) Assignment of the 1H and 13C NMR spectra and conformational analysis of the pyrrolizidine alkaloid 13-O-acetyldicrotaline. Magnetic Resonance in Chemistry, 30(13), S42-S45. (doi:10.1002/mrc.1260301310)

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Abstract

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

Item Type:Articles
Additional Information:Invited contribution to special issue: Structure elucidation of natural products by NMR.
Keywords:Dicrotaline, eleven-membered ring, NMR spectroscopy.
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Rycroft, Dr David and Robins, Prof David
Authors: Rycroft, D. S., Stirling, I. R., and Robins, D. J.
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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