Transforming terpene feedstock into polyketide architecture

Chem Commun (Camb). 2011 Jan 7;47(1):394-6. doi: 10.1039/c0cc02332a. Epub 2010 Sep 10.

Abstract

The Cu-catalyzed synthesis of skipped 1,4-dienes from allylic acetates and vinyl-Grignard reagents is key to bidirectional modifications of acyclic terpene acetates. As a result, trisubstituted double bond containing subunits can be readily transferred into complex polyketides from inexpensive bulk terpenes.

MeSH terms

  • Catalysis
  • Copper / chemistry
  • Cyclohexenes / chemical synthesis
  • Cyclohexenes / chemistry
  • Macrolides / chemical synthesis*
  • Macrolides / chemistry
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Stereoisomerism
  • Terpenes / chemistry*

Substances

  • Cyclohexenes
  • Macrolides
  • Organometallic Compounds
  • Terpenes
  • 1,4-cyclohexadiene
  • Copper