4.8 Article

Iridium-Catalyzed Regio- and Enantioselective Hydroarylation of Alkenyl Ethers by Olefin Isomerization

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 20, Pages 5607-5611

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702286

Keywords

alkenes; allylic compounds; C-H activation; iridium; isomerization

Funding

  1. JSPS KAKENHI Grant [15H03810]
  2. JSPS
  3. Grants-in-Aid for Scientific Research [15H03810, 14J01457] Funding Source: KAKEN

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Iridium-catalyzed hydroarylation of alkenyl ethers, such as allylic and homoallylic ethers, by C-H bond activation gave high yields of the corresponding addition products, where the aryl groups were selectively installed at the alpha-carbon atom to the alkoxy group. The reaction involves an isomerization of the alkenyl ethers into the corresponding 1-alkenyl ethers, which then undergo the regio-and enantioselective hydroarylation.

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