Total synthesis of (+)-strictifolione

Org Lett. 2003 May 29;5(11):1995-7. doi: 10.1021/ol034619s.

Abstract

[reaction: see text] The synthesis of (+)-strictifolione was achieved from 3-phenylproprionaldehyde by using enantioselective allyltitanations to control the stereogenic centers at C6, C4', and C6' and a cross-methathesis to control the configuration of the double bond at C1'-C2'.

MeSH terms

  • Aldehydes
  • Antifungal Agents / chemical synthesis*
  • Cross-Linking Reagents
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Pyrones / chemical synthesis*
  • Stereoisomerism

Substances

  • Aldehydes
  • Antifungal Agents
  • Cross-Linking Reagents
  • Indicators and Reagents
  • Pyrones
  • strictifolione
  • 3-phenylpropanal