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Synfacts 2009(2): 0164-0164  
DOI: 10.1055/s-0028-1087506
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Iridium-Catalyzed Ring-Opening Reactions with Secondary Amines

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
D. Yang*, Y. Long, H. Wang, Z. Zhang
South China Normal University, Guangzhou, P. R. of China
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Publication History

Publication Date:
22 January 2009 (online)

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Significance

Ring-opening reactions with various nucleophiles are known with several transition metals including rhodium and palladium. Specifically, the ring opening with amines of N-Boc-azabenzonorbornadienes with amines has been developed by Lautens and co-workers (J. Am. Chem. Soc. 2006, 128, 6837). This report utilizes a simple, air-stable, iridium/BINAP-based system to accomplish this transformation to provide useful trans-1,2-diamines.