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Synfacts 2009(5): 0520-0520  
DOI: 10.1055/s-0029-1216623
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Iridium-Catalyzed Asymmetric Synthesis of 2,6-Disubstituted Piperidines

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
C. Gnamn, C. M. Krauter, K. Brödner, G. Helmchen*
Universität Heidelberg, Germany
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Publication History

Publication Date:
22 April 2009 (online)

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Iridium-Catalyzed Asymmetric Synthesis of 2,6-Disubstituted PiperidinesSynfacts 2009; 2009(08): 0938-0938
DOI: 10.1055/s-0029-1217597

Significance

The authors have reported the first example of a ”configurational switch" for iridium-catalyzed allylic cyclization, which allows both possible diastereoisomers with very high dia­stereoselectivity. They applied this method to an asymmetric synthesis of alkaloid (+)-241 D and to the first asymmetric synthesis of its C6-epimer.