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Synfacts 2009(9): 0999-0999  
DOI: 10.1055/s-0029-1217663
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Titanium-Mediated Cross-Coupling of Aldimines and Allylic Alcohols

Contributor(s): Mark Lautens, Jane Panteleev
I. L. Lysenko, H. G. Lee, J. K. Cha*
Wayne State University, Detroit, USA
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Publication History

Publication Date:
21 August 2009 (online)

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Significance

The authors report the reaction of allylic alcohols with aldimines. This work follows the group’s earlier exploration of alkylations of allylic alcohols using the Kulinkovich reagent (J. Am. Chem. Soc. 2008, 130, 15997). The scope of the reaction is decent and the products are obtained in moderate to good yields with excellent diaste­reoselectivity achieved when using Z-alkenes.

Review: O. G. Kulinkovich, A. de Meijere Chem. Rev. 2000, 100, 2789-2834.