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

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 α‐carbon atom to the alkoxy group. The reaction involves an isomerizatio...

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Veröffentlicht in:Angewandte Chemie 2017-05, Vol.129 (20), p.5699-5703
Hauptverfasser: Ebe, Yusuke, Onoda, Mitsuki, Nishimura, Takahiro, Yorimitsu, Hideki
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Sprache:eng
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Zusammenfassung: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 α‐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. Treffpunkt α: Die iridiumkatalysierte Hydroarylierung von Alkenylethern, beispielsweise (Homo)Allylethern, unter C‐H‐Aktivierung liefert die entsprechenden Additionsprodukte in hohen Ausbeuten. Die Arylgruppen werden selektiv am Kohlenstoffatom in α‐Stellung zur Alkoxygruppe eingeführt. ArF=3,5‐(CF3)2C6H3.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201702286