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Synfacts 2005(0): 0045-0045  
DOI: 10.1055/s-2005-869917
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Exo-Selective Enantioselective Nitrone Cycloaddition

Contributor(s): Hisashi Yamamoto, Matthew Boxer
H. Suga*, T. Nakajima, K. Itoh, A. Kakehi
Shinshu University, Nagano, Japan
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Publikationsdatum:
20. Juli 2005 (online)

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Significance

1,3-Dipolar cycloadditions of nitrones and olefins are excellent means for the construction of isoxazolidines as well as γ-amino alcohols. This paper describes a Ni(II) catalyst that provides exceedingly high exo-selectivity accompanied by excellent enantioselectivities with catalyst loadings as low as 5 mol%.