4.6 Article

Selective Synthesis of Z-Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light-Promoted Photocatalytic E to Z Isomerization

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 5, Pages 555-559

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201901778

Keywords

allylic alcohols; cinnamyl ethers; iridium; isomerization; photocatalysis

Funding

  1. National Natural Science Foundation of China [21602144]
  2. Science and Technology Program of Sichuan Province [2018JY0485]

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A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z-cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z-magnolol and honokiol derivatives possessing potential biological activity.

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