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Palladium(0)-catalyzed cycloisomerization of enallenes
Stockholm University.
Stockholm University.ORCID iD: 0000-0003-1933-4193
Stockholm University.
2005 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 11, no 23, 6937-6943 p.Article in journal (Refereed) Published
Abstract [en]

A novel palladium(0)-catalyzed cycloisomerization of enallenes has been developed. This reaction, catalyzed by [Pd(dba)(2)] (dba=dibenzylideneacetone) in acetic acid, results in the formation of cyclopentene derivatives and [n.3.0]bicyclic systems (n=3, 4) in good to high yields. The carbon-carbon bond-forming step is highly stereoselective to give cis-fused bicyclic systems. The presence of acetic acid as solvent and dba as ligand for palladium(0) turned out to be essential for the reaction in order to provide good reactivity and regioselectivity.

Place, publisher, year, edition, pages
2005. Vol. 11, no 23, 6937-6943 p.
Keyword [en]
allenes, cycloisomerization, homogenous catalysis, palladium
National Category
Chemical Sciences
URN: urn:nbn:se:kth:diva-24816DOI: 10.1002/chem.200500303ISI: 000233508800015OAI: diva2:353448
QC 20100927Available from: 2010-09-27 Created: 2010-09-27 Last updated: 2012-03-22Bibliographically approved

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Franzén, JohanBäckvall, Jan Erling
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