Oxygenated cyclopentenones via the pauson-khand reaction of silyl enol ether substrates

Paul Shaw, Storm J. Hassell-Hart, Gayle E. Douglas, Andrew G. Malcolm, Alan R. Kennedy, Gemma V. White, Laura C. Paterson, William J. Kerr

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)
11 Downloads (Pure)


We report here the application of silyl enol ether moieties as efficient alkene coupling partners within cobalt-mediated intramolecular Pauson-Khand reactions. This cyclization strategy delivers synthetically valuable oxygenated cyclopentenone products in yields of ≤93% from both ketone- and aldehyde-derived silyl enol ethers, incorporates both terminal and internal alkyne partners, and delivers a variety of decorated systems, including more complex tricyclic structures. Facile removal of the silyl protecting group reveals oxygenated sites for potential further elaboration.
Original languageEnglish
Pages (from-to)2750-2755
Number of pages6
JournalOrganic Letters
Issue number14
Early online date4 Apr 2022
Publication statusPublished - 15 Apr 2022


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