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Synfacts 2008(12): 1294-1294  
DOI: 10.1055/s-0028-1087315
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rhodium-Catalyzed Reductive Coupling of 2-Vinyl Pyridines and Imines

Contributor(s): Mark Lautens, Praew Thansandote
V. Komanduri, C. D. Grant, M. J. Krische*
University of Texas at Austin, USA
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Publication History

Publication Date:
20 November 2008 (online)

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Significance

A rhodium-catalyzed, byproduct-free reductive C-C coupling of 2-vinyl pyridines with imines is described. Complete selectivity ­toward the branched product is seen for a wide scope of substrates, though the diastereoselecti­vity is usually modest. Various substituents are ­tolerated on the imines and 6-substituted pyridines, while unsubstituted 2-vinyl pyridines are not tolerated.