A simple and efficient route to chaetomellic anhydride A: A potent natural Ras farnesyl-protein transferase inhibitor

L De Buyck, R Cagnoli, F Ghelfi, G Merighi, A Mucci, U M Pagnoni, A F Parsons

Research output: Contribution to journalArticlepeer-review

Abstract

A new and efficient approach to chaetomellic anhydride A has been devised starting from 2,2-dichloropalmitic acid. This involves the atom transfer radical cyclization of an N-alkyl-N-(3-chloro-2-propenyl)amide followed by rearrangement of the resulting trichloro-pyrrolidin-2-one.

Original languageEnglish
Pages (from-to)1680-1686
Number of pages7
JournalSYNTHESIS-STUTTGART
Issue number10
DOIs
Publication statusPublished - 5 Jul 2004

Keywords

  • amides
  • cyclisations
  • halogenation
  • pyrrolidinones
  • radical reactions
  • TRANSFER RADICAL CYCLIZATION
  • FACILE SYNTHESIS
  • ACID-A
  • FARNESYLTRANSFERASE INHIBITORS
  • CUCL-TMEDA
  • ANALOGS
  • REARRANGEMENT
  • N-ALLYL-N-BENZYL-2,2-DIHALOAMIDES
  • CHLORINATION

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