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  5. Alternative mild route to the synthesis of 4-methylenecyclohex-2-enone, a key moiety of the anticancer compounds ottelione A and B
 
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Alternative mild route to the synthesis of 4-methylenecyclohex-2-enone, a key moiety of the anticancer compounds ottelione A and B

Author(s)
Lestini, Elena  
Robertson, Keith  
Murphy, Cormac D.  
Paradisi, Francesca  
Uri
http://hdl.handle.net/10197/3634
Date Issued
2012-02-27
Date Available
2012-06-12T16:23:59Z
Abstract
Rare 4-methylenecyclohex-2-enone is prepared from a Diels-Alder methanesulfonate adduct and sodium iodide in acetone in up to 70% yield under mild conditions. This procedure is envisaged to be relevant to the synthesis of 4-methylenecyclo hex-2-enone analogues, structurally similar to the key functionality of cytotoxic otteliones and with potentially significant bioactivity.
Sponsorship
Higher Education Authority
Type of Material
Journal Article
Publisher
Taylor & Francis
Journal
Synthetic Communications
Volume
42
Issue
12
Start Page
1864
End Page
1876
Copyright (Published Version)
2012 Taylor & Francis
Subjects

Otteliones

Danishefsky’s diene

Diels–Alder cycloaddi...

4-methylenecyclohex-2...

Subject – LCSH
Antineoplastic agents
Ring formation (Chemistry)
Diolefins
DOI
10.1080/00397911.2011.607936
Language
English
Status of Item
Peer reviewed
This item is made available under a Creative Commons License
https://creativecommons.org/licenses/by-nc-sa/1.0/
File(s)
No Thumbnail Available
Name

Lestini Synthetic Commun 2012.doc

Size

238.5 KB

Format

Microsoft Word

Checksum (MD5)

48309ed6a4e532eee137a38b1db90e01

Owning collection
Chemistry Research Collection

Item descriptive metadata is released under a CC-0 (public domain) license: https://creativecommons.org/public-domain/cc0/.
All other content is subject to copyright.

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