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Synfacts 2009(6): 0668-0668  
DOI: 10.1055/s-0029-1216693
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Allylic Amination With Aqueous Ammonia

Contributor(s): Paul Knochel, Tobias Thaler
T. Nagano, S. Kobayashi*
The University of Tokyo and The HFRE Division, ERATO, Japan Science Technology Agency, Tokyo, Japan
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

This article demonstrates that allylic aminations can be carried out using aqueous ammonia as nucleophile. The reaction proceeds with good selectivities and a strong preference for the primary amine. This method could be applied to various allylic compounds including cyclic and acyclic systems. However, it must be noted that a high dilution must be used in order to attain good selectivities.