Total synthesis of the lycorenine-type amaryllidaceae alkaloid (±)-clivonine via a biomimetic ring-switch from a lycorine-type progenitor
- Mañas, Carles Giró Department of Chemistry, Imperial College London, UK
- Paddock, Victoria L. Department of Chemistry, Imperial College London, UK
- Bochet, Christian G. Department of Chemistry, UniVersity of Fribourg, Switzerland - Department of Organic Chemistry, University of Geneva, Switzerland
- Spivey, Alan C. Department of Chemistry, Imperial College London, UK - Department of Organic Chemistry, University of Geneva, Switzerland
- White, Andrew J. P. Department of Chemistry, Imperial College London, UK
- Mann, Inderjit Department of Organic Chemistry, University of Geneva, Switzerland
- Oppolzer, Wolfgang Department of Organic Chemistry, University of Geneva, Switzerland
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17.03.2010
Published in:
- Journal of the American Chemical Society. - 2010, vol. 132, no. 14, p. 5176–5178
English
A fully diastereoselective total synthesis of the lycorenine-type Amaryllidaceae alkaloid (±)-clivonine 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.
- Faculty
- Faculté des sciences et de médecine
- Department
- Département de Chimie
- Language
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- English
- Classification
- Chemistry
- License
- License undefined
- Identifiers
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- RERO DOC 20352
- DOI 10.1021/ja910184j
- Persistent URL
- https://folia.unifr.ch/unifr/documents/301720
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