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Enantioselective Syntheses of the Alkaloids cis-195A (Pumiliotoxin C) and trans-195A Based on Multiple Applications of Asymmetric Catalysis

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journal contribution
posted on 20.01.2012, 00:00 by Martin Gärtner, Jianping Qu, Günter Helmchen
Short enantio- and diastereoselective syntheses of the decahydroquinoline alkaloids cis- (pumiliotoxin C) and trans-195A are presented. Key steps are an enantioselective iridium-catalyzed allylic amination, a Suzuki–Miyaura coupling, a catalyst-controlled copper-catalyzed 1,4-addition, and a reductive amination.