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Carbon-carbon bond formation in palladium(II)-catalyzed allylic oxidation: A novel oxidative carbocyclization of allene-substituted olefins
2003 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 125, no 20, 6056-6057 p.Article in journal (Refereed) Published
Abstract [en]

A new efficient palladium(II)-catalyzed oxidative carbocyclization has been developed. It was found that allene-substituted olefins 1 cyclized in the presence of 1 mol % Pd(O2CCF3)2 and p-benzoquinone (2 equiv) to give bicyclic ring systems 2 in good to excellent yields. The cyclization constitutes a new type of carbon−carbon bond forming reaction between an allene and an olefin under oxidative conditions.

Place, publisher, year, edition, pages
2003. Vol. 125, no 20, 6056-6057 p.
Keyword [en]
PALLADIUM-CATALYZED REACTIONS, PI-ALLYLPALLADIUM COMPLEXES, CONJUGATED DIENES, CYCLIZATION, NUCLEOPHILES, 1, 4-OXIDATION, ACETOXYLATION, ACTIVATION, ALKYLATION, MECHANISM
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-24322DOI: 10.1021/ja029505aISI: 000182959600024OAI: oai:DiVA.org:kth-24322DiVA: diva2:346558
Note
QC 20100901Available from: 2010-09-01 Created: 2010-09-01 Last updated: 2017-12-12Bibliographically approved

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Franzén, Johan

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