Cross-coupling for cross-conjugation: Practical synthesis and Diels-Alder reactions of [3]dendralenes

Bradford, TA, Payne, AD, Willis, AC, Paddon-Row, MN and Sherburn, MS (2007) Cross-coupling for cross-conjugation: Practical synthesis and Diels-Alder reactions of [3]dendralenes. Organic Letters, 9 23: 4861-4864. doi:10.1021/ol7021998


Author Bradford, TA
Payne, AD
Willis, AC
Paddon-Row, MN
Sherburn, MS
Title Cross-coupling for cross-conjugation: Practical synthesis and Diels-Alder reactions of [3]dendralenes
Journal name Organic Letters   Check publisher's open access policy
ISSN 1523-7060
1523-7052
Publication date 2007-11-08
Sub-type Article (original research)
DOI 10.1021/ol7021998
Volume 9
Issue 23
Start page 4861
End page 4864
Total pages 4
Place of publication Washington, DC, United States
Publisher American Chemical Society
Language eng
Abstract (Chemical Equation Presented) The parent [3]dendralene and 2-substituted [3]dendralenes are made easily through cross-coupling reactions. Contrary to some earlier reports, [3]dendralene is sufficiently stable to be handled using standard synthetic methods. These compounds allow the one-step stereoselective construction of polycyclic frameworks through reactions with dienophiles. Site selectivity and stereoselectivity in Diels-Alder reactions with dienophiles are generally not influenced by the nature of the [3]dendralene's 2-substituent; these features can, however, be influenced with Lewis acids. © 2007 American Chemical Society.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: Institute for Molecular Bioscience - Publications
 
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Created: Fri, 17 Jun 2011, 13:57:21 EST by Ms Tanya Bradford on behalf of Institute for Molecular Bioscience