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  Evidence for a Non-Concerted, Dissoziative Mechanism of the Palladium-Catalyzed "Enolate Claisen Rearrangement" of Allylic Esters

Braun, M., Meletis, P., & Schrader, W. (2010). Evidence for a Non-Concerted, Dissoziative Mechanism of the Palladium-Catalyzed "Enolate Claisen Rearrangement" of Allylic Esters. European Journal of Organic Chemistry, (28), 5369-5372. doi:10.1002/ejoc.201000874.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000F-8D3B-B Version Permalink: https://hdl.handle.net/21.11116/0000-0007-008F-8
Genre: Journal Article

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 Creators:
Braun, Manfred1, Author
Meletis, Panos1, Author
Schrader, Wolfgang2, Author           
Affiliations:
1Institut für Organische Chemie und Makromolekulare Chemie, Universität Düsseldorf, Universitätsstr. 1, 40225 Düsseldorf, Germany, ou_persistent22              
2Service Department Schrader (MS), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445629              

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Free keywords: Allylation; Enantioselectivity; Ion pairs; Lithium; Homogeneous catalysis
 Abstract: Dissociation into carboxylic‐acid dianions and palladium complexes rather than a concerted [3,3]‐sigmatropic rearrangement occurs upon exposure of the lithiumenolate derived from allyl phenylacetate tocatalytic Pd0. Only after the fragments escaped from the solvent cage, they combine under carbon‐carbon‐bond formation and give the allylated carboxylic acid.

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Language(s): eng - English
 Dates: 2010-06-172010-08-242010-10-01
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/ejoc.201000874
 Degree: -

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Title: European Journal of Organic Chemistry
  Other : Eur. J. Org. Chem.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: (28) Sequence Number: - Start / End Page: 5369 - 5372 Identifier: ISSN: 1434-193X
CoNE: https://pure.mpg.de/cone/journals/resource/954926953810