4.8 Article

Olefin-Directed Palladium-Catalyzed Regio- and Stereoselective Oxidative Arylation of Allenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 31, Pages 9066-9069

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502924

Keywords

allenes; arylation; directing groups; oxidation; palladium

Funding

  1. European Research Council [ERC AdG 247014]
  2. Swedish Research Council
  3. Berzelii Center EXSELENT
  4. Knut and Alice Wallenberg Foundation

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An olefin-directed palladium-catalyzed oxidative regio- and stereoselective arylation of allenes to afford 1,3,6-trienes has been established. A number of functionalized allenes, including 2,3- and 3,4-dienoates and 3,4-dienol derivatives, have been investigated and found to undergo the olefin-directed allene arylation. The olefin moiety has been proven to be a crucial element for the arylating transformation.

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