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Synfacts 2009(3): 0294-0294  
DOI: 10.1055/s-0028-1087757
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Enantioselective Aminooxygenations

Contributor(s): Mark Lautens, Praew Thansandote
P. H. Fuller, J.-W. Kim, S. R. Chemler*
The State University of New York, Buffalo, USA
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Publikationsdatum:
19. Februar 2009 (online)

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Significance

A copper-catalyzed enantioselective intramolecular aminooxygenation of alkenes is described. The nature of the protecting group on nitrogen is important, giving the best results with the tosyl group. The scope is broad and includes a variety of substrates, yielding indolines and pyrrolidines in good yields and moderate to good enantioselectivities.