Palladium-catalyzed electrophilic allylation reactions via bis(allyl)palladium complexes and related intermediates |
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Authors: | Szabó Kálmán J |
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Affiliation: | Stockholm University, Arrhenius Laboratory, Department of Organic Chemistry, 106 91 Stockholm, Sweden. kalman@organ.su.se |
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Abstract: | The synthetic scope of the allyl-palladium chemistry can be extended to involve electrophilic reagents. The greatest challenge in these reactions is the catalytic generation of an allyl-palladium intermediate incorporating a nucleophilic allyl moiety. A vast majority of the published reactions that involve palladium-catalyzed allylation of electrophiles proceed via bis(allyl)palladium intermediates. The eta(1)-moiety of the bis(allyl)palladium intermediates reacts with electrophiles, including aldehydes, imines, or Michael acceptors. Recently, catalytic electrophilic allylations via mono-allylpalladium complexes were also presented by employment of so-called "pincer complex" catalysts. |
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Keywords: | allylation density functional calculations electrophilic substitution homogeneous catalysis palladium |
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