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Enantioselective Total Synthesis of (−)-α-Kainic Acid

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journal contribution
posted on 05.03.2010, 00:00 authored by Andreas Farwick, Günter Helmchen
An enantioselective total synthesis of (−)-α-kainic acid is described. Key steps are an Ir-catalyzed allylic amination with a propargylic amine to provide an enyne and a diastereoselective intramolecular Pauson−Khand reaction. Subsequent steps involve a Baeyer−Villiger reaction, reduction of the resulting lactone, and direct Jones oxidation of a silyl ether.