Specific allylic-allylic coupling procedures effected by ligand-induced elimination from di(allylic)palladium species

Alan Goliaszewski, Jeffrey Schwartz

Research output: Contribution to journalArticlepeer-review

69 Scopus citations

Abstract

Bis(allylic)palladium complexes can be induced to undergo reductive elimination by replacement of phosphine ligands in the system with π-acidic ligands. The product 1,5-diencs, formed in high yield, are predominantly the 'head-to-head' coupled isomers. The bis(allylic)palladium intermediatesmay be formed by addition of an allylic Grignard or trialkyl(allylic)tin reagent to an (η3-allyl)palladiuin chloride complex, or by 1,3-diene condensation. The latter process leads to cydodimerization, 'unusual' for palladium catalysed reactions.

Original languageEnglish (US)
Pages (from-to)5779-5789
Number of pages11
JournalTetrahedron
Volume41
Issue number24
DOIs
StatePublished - 1985

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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