Synthesis of (+)-cyclozonarone and the absolute configuration of naturally occurring (-)-cyclozonarone

J Nat Prod. 2001 Mar;64(3):348-9. doi: 10.1021/np0004146.

Abstract

Synthesis of (+)-cyclozonarone (1) has been achieved using (-)-polygodial (3) as chiral starting material. The absolute configuration of naturally occurring (-)-cyclozonarone was established as 5R,10R by comparison of spectral data and optical rotation with those of (+)-cyclozonarone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Phaeophyceae / chemistry*
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / chemistry

Substances

  • Sesquiterpenes
  • cyclozonarone