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)

Abstract

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.

LanguageEnglish
Pages1547-1553
Number of pages7
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number9
DOIs
Publication statusPublished - 7 May 1998
Externally publishedYes

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Cycloaddition
Acids
xanthone

Cite this

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abstract = "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.",
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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. / Gabbutt, Christopher D.; Hepworth, John D.; Urquhart, Michael W.J.; Vazquez De Miguel, Luis M.

In: Journal of the Chemical Society - Perkin Transactions 1, No. 9, 07.05.1998, p. 1547-1553.

Research output: Contribution to journalArticle

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