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Enantioselective syntheses of the alkaloids cis-195A (Pumiliotoxin C) and trans-195A based on multiple applications of asymmetric catalysis

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 reducti...

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Bibliographic Details
Main Authors: Gärtner, Martin (Author) , Qu, Jianping (Author) , Helmchen, Günter (Author)
Format: Article (Journal)
Language:English
Published: 2012
In: The journal of organic chemistry
Year: 2011, Volume: 77, Issue: 2, Pages: 1186-1190
ISSN:1520-6904
DOI:10.1021/jo202241b
Online Access:Verlag, Volltext: http://dx.doi.org/10.1021/jo202241b
Verlag, Volltext: https://doi.org/10.1021/jo202241b
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Author Notes:Martin Gärtner, Jianping Qu and Günter Helmchen (Organisch-Chemisches Institut der Universität Heidelberg)
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Summary: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.
Item Description:Publication date (Web): December 16, 2011
Gesehen am 07.06.2018
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/jo202241b

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