ACID-CATALYZED 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

Authors
GABBUTT CD HEPWORTH JD URQUHART MWJ DEMIGUEL LMV
Citation
Cd. Gabbutt et al., ACID-CATALYZED 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, Journal of the Chemical Society. Perkin transactions. I, (9), 1998, pp. 1547-1553
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
9
Year of publication
1998
Pages
1547 - 1553
Database
ISI
SICI code
0300-922X(1998):9<1547:ARO1>2.0.ZU;2-L
Abstract
The acid catalysed rearrangement of 1-hydroxy-2,3,4,4a-tetrahydro-9H-x anthen-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 cyc loaddition reactions.