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Communication

Catalytic Umpolung Allylation of Aldehydes by π-Allylpalladium Complexes Containing Bidentate N-Heterocyclic Carbene Ligands

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Nicholas T. Barczak, Robin E. Grote, and Elizabeth R. Jarvo*

Department of Chemistry, University of California, Irvine, California 92697

Organometallics, 2007, 26 (20), pp 4863–4865

DOI: 10.1021/om700605y

Publication Date (Web): August 28, 2007

To whom correspondence should be addressed. E-mail: erjarvo@uci.edu.

Abstract

A series of π-allylpalladium complexes with neutral monodentate and bidentate ligands were prepared and examined for their ability to undergo stoichiometric umpolung allylation reactions with benzaldehyde. Neutral bidentate N-heterocyclic carbene ligands promote nucleophilic attack. Catalytic allylation reactions of aromatic and aliphatic aldehydes are reported.

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Published In Issue September 24, 2007
Received June 19, 2007

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Communication

Catalytic Umpolung Allylation of Aldehydes by π-Allylpalladium Complexes Containing Bidentate N-Heterocyclic Carbene Ligands

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Palladium-Catalyzed Conjugate Allylation Reactions of α,β-Unsaturated N-Acylpyrroles

Palladium-Catalyzed, One-Pot, Three-Component Synthesis of Homoallylic Amines from Aldehydes, Anisidine, and Allyl Trifluoroacetate

Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen

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