Reaction of tin enolates with substituted tricarbonylcyclohexadienyliumiron hexafluorophosphate electrophiles: diastereoselective synthesis of (±)-trichodiene

Abstract

A number of tin enolates react cleanly with tricarbonylcyclohexadienyliumiron cations, in cases where the use of lithium enolates or silyl enol ethers is problematic; this new carbon–carbon bond-forming reaction allows diastereoselective construction of proximate quaternary centres and provides a key step in a short synthesis of (±)-trichodiene.