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Synfacts 2006(10): 1047-1047
DOI: 10.1055/s-2006-949305
DOI: 10.1055/s-2006-949305
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Silver-Promoted Nazarov-like Reaction of Dichlorovinylcyclopropanes
T. N. Grant, F. G. West*
University of Alberta, Edmonton, Canada
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. September 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200610/lookinside/thumbnails/10.1055-s-2006-949305-1.jpg)
Significance
Cyclopentenone is a very common ring system in natural products possessing biological activity, therefore new methods of its formation have attracted a lot of attention. The authors developed an original approach to the synthesis of halopentenones, based on a new silver-catalyzed ring-opening-cyclization tandem reaction of readily available alkenyl dichlorocyclopropanes. Since cyclopentenone adducts can be easily modified, this method allows a simple construction of polyfunctionalized cyclopentanone derivatives from acyclic precursors. The presence of an aryl moiety in the molecule gives access to polycyclic compounds.