Acid catalysed rearrangements of 1-hydroxy-2,3,4,4a-tetrahydro-9H-xanthen-9-ones: Synthesis and cycloaddition reactions of 3,4-dihydro-9H-xanthen-9-ones

Christopher D. Gabbutt, John D. Hepworth, Michael W.J. Urquhart, Luis M. Vazquez De Miguel

Research output: Contribution to journalArticle

13 Citations (Scopus)


The acid catalysed rearrangement of 1-hydroxy-2,3,4,4a-tetrahydro-9H-xanthen-9-ones can give 1-alkoxy-or 1-alkylidene-1,2,3,4-tetrahydro-9H-xanthen-9-ones and/or 3,4-dihydro-9H-xanthen-9-ones depending on the conditions employed. The last compounds undergo facile Diels-Alder cycloaddition reactions.

Original languageEnglish
Pages (from-to)1547-1553
Number of pages7
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number9
Publication statusPublished - 7 May 1998
Externally publishedYes


Cite this