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Synfacts 2007(5): 0498-0498  
DOI: 10.1055/s-2007-968456
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Novel Cu(II)-Catalyzed Aminohydoxylation of Alkenes

Contributor(s): Hisashi Yamamoto, Marina Naodovic
D. J. Michaelis, C. J. Shaffer, T. P. Yoon*
University of Wisconsin-Madison, USA
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

The copper(II)-based catalyst described successfully overcomes difficulties regarding regioselectivity of hydroxyamination of olefins in previous reports. Moreover, it is shown here that by using N-sulfonyl oxaziridines with 10 mol% of Cu(II)-salts production of styrene oxides as byproducts is reduced to trace quantities. Efficiency of the reaction is demonstrated by a wide substrate scope with comparable reactivity.