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Methods for the synthesis of rhazinilam and its analogues

Auteur(s)
Kholod, Inga
Neier, Reinhard 
Institut de chimie 
Date de parution
2009
In
Targets Heterocycl. Syst.
No
13
De la page
252
A la page
272
Mots-clés
  • Alkaloids Role: SPN (Synthetic preparation)
  • PREP (Preparation) (pyrrolizidine
  • synthesis of rhazinilam and its analogs)
  • Enantioselective synthesis
  • Natural products (synthesis of rhazinilam and its analogs)
  • review rhazinilam analog prepn natural product alkaloid
  • Alkaloids Role: SPN (...

  • PREP (Preparation) (p...

  • synthesis of rhazinil...

  • Enantioselective synt...

  • Natural products (syn...

  • review rhazinilam ana...

Résumé
A review. Pyrrole contg. natural products were relatively rare. (R)-(-)-rhazinilam is an unusual monopyrrolic product isolated from nature but its formation is probably an artifact of the isolation procedure. The discovery and the identification of rhazinilam and analogs of rhazinilam were reviewed. The seven total syntheses of rhazinilam were described and critically evaluated some general conclusions concerning the use of protecting groups during the synthesis were presented. The comparison of the first synthesis with the more recent syntheses showed that the no. of steps needed starting from com. materials stayed almost const. despite the spectacular development of org. synthesis in recent years. Only one of the published syntheses gave a considerable improved overall yield. Most other syntheses give the natural product in comparable overall yield. [on SciFinder(R)]
Identifiants
https://libra.unine.ch/handle/123456789/21483
Type de publication
journal article
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