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Synfacts 2007(4): 0401-0401  
DOI: 10.1055/s-2007-968383
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Effect of Achiral Templates in Enantioselective Diels-Alder Reactions

Contributor(s): Mark Lautens, Yann Béthuel
M. P. Sibi*, J. Chen, L. Stanley
North Dakota State University, Fargo, USA
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Publication History

Publication Date:
23 March 2007 (online)

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Significance

The Diels-Alder reaction is one of the synthetically most useful transformations in organic chemistry. However, some substrates, such as crotonates, remain problematic. In the course of solving this issue, the authors have studied the reactivity and the selectivity of various dienophiles substituted with achiral templates in a Cu(OTf)2-CP-IndaBOX catalyzed Diels-Alder reaction with cyclopentadiene.