A Novel Palladium-Catalyzed Intramolecular Redox Reaction

A Novel Palladium-Catalyzed Intramolecular Redox Reaction

A new type of palladium-catalyzed redox reaction is described, forming enones from 2-(2-bromobenzyl)-ketones with an overall loss of HBr. The scope and limitations of the reaction are demonstrated by a series of cyclic and acyclic substrates. The mechanism most probably involves the formation of an...

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Veröffentlicht in:Organic letters 2001-05, Vol.3 (10), p.1495-1497
Hauptverfasser: Högenauer, Klemens, Mulzer, Johann
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Mulzer, Johann
description A new type of palladium-catalyzed redox reaction is described, forming enones from 2-(2-bromobenzyl)-ketones with an overall loss of HBr. The scope and limitations of the reaction are demonstrated by a series of cyclic and acyclic substrates. The mechanism most probably involves the formation of an intramolecular arylpalladium enolate and is related to the oxidation of silyl enol ethers with palladium acetate.
doi_str_mv 10.1021/ol015813m
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title A Novel Palladium-Catalyzed Intramolecular Redox Reaction
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