A biomimetic strategy for the synthesis of the tricyclic dibenzofuran-1,4-dione core of popolohuanone E

Organic Letters

Volumn 7, Issue 1, 2005, Pages 123-125

  Anderson, James C ^a   Denton, Ross M ^a   Wilson, Claire ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; AROMATIC COMPOUND; BASE; DIBENZOFURAN DERIVATIVE; HETEROCYCLIC COMPOUND; POPOLOHUANONE E; QUINONE DERIVATIVE; TRICYCLIC DIBENZOFURAN 1,4 DIONE; UNCLASSIFIED DRUG; BENZOFURAN DERIVATIVE; DIBENZOFURAN; POLYCYCLIC HYDROCARBON;

ARTICLE; BIOMIMETICS; SYNTHESIS; CHEMISTRY; MOLECULAR MIMICRY;

BENZOFURANS; MOLECULAR MIMICRY; POLYCYCLIC COMPOUNDS;

EID: 12344260969     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047825o     Document Type: Article

References (27)

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22. Conditions used to effect similar rearrangement reactions involve acidic conditions and elevated temperatures or the use of powerful UV lamps, which would not be suitable for our total synthesis studies. See refs 10a-c and 13.
23. A similar compound possessing Me groups instead of neopentyl substituents was made by Katoh (ref 4). We are very grateful to Professor Katoh for sending us the relevant NMR spectra from ref 4, which made our initial NMR assignment possible.
24. Crystallographic data (excluding structure factors) for 12 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 253583. Copies of the data can be obtained free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44-(0)1223-336033 or e-mail: deposit@ccdc.cam.ac.uk].
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26. 1H NMR) amounts of fully deallylated product.
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