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Synfacts 2008(5): 0495-0495  
DOI: 10.1055/s-2008-1072662
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Zinc-Catalyzed Asymmetric Addition of Allylboronates

Contributor(s): Mark Lautens, Praew Thansandote
M. Fujita, T. Nagano, U. Schneider, T. Hamada, C. Ogawa, S. Kobayashi*
The University of Tokyo, Japan
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Publikationsdatum:
23. April 2008 (online)

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Significance

The authors describe a zinc-catalyzed asymmetric allylation of imine derivatives. When α-substituted allylboronates are used, a rare α-addition occurs instead of γ-addition. The products were obtained in high stereoselectivities, and post-modifications led to useful allylglycine derivatives.