An IMDA approach to tigliane and daphnane diterpenoids: Generation of rings A, B and C incorporating C-18

P. C. B. Bulman Page, C. M. Hayman, H. L. McFarland, D. J. Willock, N. M. Galea

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Abstract

A synthesis of the tricyclic ring system of the daphnane and tigliane diterpenes, incorporating C-18 and the C-13 oxygen functionality found in phorbol and related compounds is described. The convergent synthesis utilizes an intramolecular Diels-Alder reaction as the key stereocontrolling step.
Original languageEnglish
Pages (from-to)583-587
Number of pages5
JournalSynlett
Issue number4
Publication statusPublished - 2002

Keywords

  • AFFINITY
  • SYSTEMS
  • TUMOR PROMOTERS
  • daphnane
  • tigliane
  • FURANS IMDAF
  • SKELETON
  • phorbol
  • PHORBOL
  • MODEL
  • PROTEIN-KINASE-C
  • ENTRY
  • IMDA
  • synthesis
  • DIELS-ALDER REACTIONS

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