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  Ligand-Enabled gamma-C(sp(3))-H Olefination of Free Carboxylic Acids

Ghosh, K. K., Uttry, A., Mondal, A., Ghiringhelli, F., Wedi, P., & van Gemmeren, M. (2020). Ligand-Enabled gamma-C(sp(3))-H Olefination of Free Carboxylic Acids. Angewandte Chemie, International Edition in English, 59(31), 12848-12852. doi:10.1002/anie.202002362.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0007-A700-C Version Permalink: https://hdl.handle.net/21.11116/0000-0007-A701-B
Genre: Journal Article

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 Creators:
Ghosh, Kiron Kumar1, Author
Uttry, Alexander1, Author
Mondal, Arup2, Author           
Ghiringhelli, Francesca1, Author
Wedi, Philipp2, Author           
van Gemmeren, Manuel2, Author           
Affiliations:
1external, ou_persistent22              
2Research Department Schlögl, Max Planck Institute for Chemical Energy Conversion, Max Planck Society, ou_3023874              

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 Abstract: We report the ligand-enabled C-H activation/olefination of free carboxylic acids in the gamma-position. Through an intramolecular Michael addition, delta-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the gamma-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.

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Language(s): eng - English
 Dates: 2020
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: ISI: 000533323100001
DOI: 10.1002/anie.202002362
 Degree: -

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Title: Angewandte Chemie, International Edition in English
  Abbreviation : Angew. Chem., Int. Ed. Engl.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 59 (31) Sequence Number: - Start / End Page: 12848 - 12852 Identifier: ISSN: 0570-0833
CoNE: https://pure.mpg.de/cone/journals/resource/0570-0833