Abstract
THE transformation of quinamine to isoquinamine is brought about by the action of hot isoamyl alcoholic sodium isoamyloxide on quinamine1. (We have found that, under milder conditions with ethanolic sodium ethoxide, the alkaloid is first epimerized with partial formation of epiquinamine, almost certainly identical with conquinamine.)
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 Springer Link
- 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
Kirby, J. Chem. Soc., 735 (1949).
Kirby, J. Chem. Soc., 528 (1945). Goutarel, Janot, Prelog and Taylor, Helv. Chim. Acta, 33, 150 (1950). Bendz, Miss G., Culvenor, Goldsworthy, Kirby and Robinson ; Paul Karrer Festschrift, Zurich (1949); J. Chem. Soc. (in the press, 1950).
Plant and Robinson, Nature, 165, 36 (1950). cf. Witkop, J. Amer. Chem. Soc., 72, 614 (1950).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
CULVENOR, C., GOLDSWORTHY, L., KIRBY, K. et al. Mechanism of the Rearrangement of Quinamine to IsoQuinamine. Nature 166, 105–106 (1950). https://doi.org/10.1038/166105a0
Issue Date:
DOI: https://doi.org/10.1038/166105a0
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.