Dearomatisation approaches to spirocyclic dienones via the electrophilic activation of alkynes

Aimee K Clarke, John T R Liddon, James D Cuthbertson, Richard J K Taylor, William Paul Unsworth

Research output: Contribution to journalArticlepeer-review


Two complementary dearomatising spirocyclisation protocols to generate spirocyclic dienones from anisole and phenol-tethered ynones are described, each proceeding via electrophilic alkyne activation. The first approach focuses on the spirocyclisation of para-substituted anisoles using either SnCl2·2H2O or Cu(OTf)2. The second approach, which enables the spirocyclisation of both ortho- and para-substituted phenols, uses silica-supported AgNO3 to generate similar scaffolds with much greater efficiency. Initial asymmetric studies are also outlined.

Original languageEnglish
Pages (from-to)233-245
Number of pages13
JournalOrganic and Biomolecular Chemistry
Issue number1
Early online date23 Nov 2016
Publication statusPublished - 7 Jan 2017

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© 2016, The Royal Society of Chemistry. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

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