Total synthesis of the lycorenine-type amaryllidaceae alkaloid (+/-)-clivonine via a biomimetic ring-switch from a lycorine-type progenitor.
Publication/Presentation Date
4-14-2010
Abstract
A fully diastereoselective total synthesis of the lycorenine-type Amaryllidaceae alkaloid (+/-)-clivonine (19) is reported via a route that employs for the first time a biomimetic ring-switch from a lycorine-type progenitor, thereby corroborating experimentally the biogenetic hypothesis first expounded for these compounds by Barton in 1960.
Volume
132
Issue
14
First Page
5176
Last Page
5178
ISSN
1520-5126
Published In/Presented At
Giró Mañas, C., Paddock, V. L., Bochet, C. G., Spivey, A. C., White, A. J., Mann, I., & Oppolzer, W. (2010). Total synthesis of the lycorenine-type amaryllidaceae alkaloid (+/-)-clivonine via a biomimetic ring-switch from a lycorine-type progenitor. Journal of the American Chemical Society, 132(14), 5176–5178. https://doi.org/10.1021/ja910184j
Disciplines
Medicine and Health Sciences
PubMedID
20235577
Department(s)
Department of Medicine
Document Type
Article