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

doi:10.1039/A800235E

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 journal › Article › peer-review

14 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.

Original language	English
Pages (from-to)	1547-1553
Number of pages	7
Journal	Journal of the Chemical Society - Perkin Transactions 1
Issue number	9
DOIs	https://doi.org/10.1039/A800235E
Publication status	Published - 7 May 1998
Externally published	Yes

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title = "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",

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.",

author = "Gabbutt, {Christopher D.} and Hepworth, {John D.} and Urquhart, {Michael W.J.} and {Vazquez De Miguel}, {Luis M.}",

year = "1998",

month = may,

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doi = "10.1039/A800235E",

language = "English",

pages = "1547--1553",

journal = "Journal of the Chemical Society, Perkin Transactions 2",

issn = "0300-922X",

publisher = "Chemical Society",

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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. et al.

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

Research output: Contribution to journal › Article › peer-review

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T1 - Acid catalysed rearrangements of 1-hydroxy-2,3,4,4a-tetrahydro-9H-xanthen-9-ones

T2 - Synthesis and cycloaddition reactions of 3,4-dihydro-9H-xanthen-9-ones

AU - Gabbutt, Christopher D.

AU - Hepworth, John D.

AU - Urquhart, Michael W.J.

AU - Vazquez De Miguel, Luis M.

PY - 1998/5/7

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N2 - 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.

AB - 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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JO - Journal of the Chemical Society, Perkin Transactions 2

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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

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