Journal article

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
Show more…
    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
  • English
Classification
Chemistry
License
License undefined
Identifiers
Persistent URL
https://folia.unifr.ch/unifr/documents/301720
Statistics

Document views: 4 File downloads:
  • boc_tsl.pdf: 1