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

Philip Charles Bulman Page, Colin M. Hayman, Heather L. McFarland, David J. Willock, NM Galea

Research output: Contribution to journalArticlepeer-review

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
Article numberUNSP 1437-2096,E;2002,0,04,0583,0587,ftx,en;D00502ST.pd
Pages (from-to)583-587
Number of pages5
JournalSynlett
Issue number4
DOIs
Publication statusPublished - Apr 2002
Externally publishedYes

Keywords

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

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