Abstract
ACETIC anhydride causes dehydration of N-oxides of unsaturated pyrrolizidine alkaloid N-oxides to pyrrolelike derivatives1,2. I now report a similar reaction, brought about by ferrous iron (which has previously been reported to promote the dealkylation of some tert-amine oxides3,4).
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on SpringerLink
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Mattocks, A. R., Anal. Chem., 39, 443 (1967).
Mattocks, A. R., Nature, 217, 723 (1968).
Hanaki, A., and Ishidate, M., Biochim. Biophys. Acta, 57, 180 (1962).
Ferris, J. P., Gerwe, R. D., and Gapski, G. R., J. Amer. Chem. Soc., 89, 5270 (1967).
Barb, W. G., Baxendale, J. H., George, P., and Hargrave, K. R., Trans. Faraday Soc., 47, 462 (1951).
McMahon, R. E., J. Pharm. Sci., 55, 457 (1966).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
MATTOCKS, A. Iron (II)-Catalysed Conversion of Unsaturated Pyrrolizidine Alkaloid N-Oxides to Pyrrole Derivatives. Nature 219, 480 (1968). https://doi.org/10.1038/219480a0
Received:
Revised:
Issue date:
DOI: https://doi.org/10.1038/219480a0
This article is cited by
-
Synthesis and chemical properties of 1,2-dihydropyrrolizines (review)
Chemistry of Heterocyclic Compounds (1992)
