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Synfacts 2008(4): 0416-0416  
DOI: 10.1055/s-2008-1042819
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

n-BuLi-Catalyzed Intramolecular Hydroamination of Non-Activated Olefins

Contributor(s): Paul Knochel, Tobias Thaler
C. Quinet, P. Jourdain, C. Hermans, A. Ates, I. Lucas, I. E. Markó*
Université catholique de Louvain, Belgium
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Publication History

Publication Date:
19 March 2008 (online)

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Significance

The n-BuLi-catalyzed intramolecular hydroamination reaction is extended to systems that do not necessarily benefit from the Ingold-Thorpe effect. Intramolcular cyclization to piperidines with primary amines could be implemented with good yields. The new methodology was also applied in cascade hydroamination reactions that furnished fused and bridged bicyclic amine derivatives.