Copper-Catalyzed Conjugate Addition of Grignard Reagents to Dienoates

doi:10.1055/s-2008-1042788

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Synfacts 2008(4): 0388-0388
DOI: 10.1055/s-2008-1042788

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Copper-Catalyzed Conjugate Addition of Grignard Reagents to Dienoates

Contributor(s): Mark Lautens, Valentina Aureggi
T. den Hartog, S. R. Harutyunyan, D. Font, A. J. Minnaard*, B. L. Feringa*
University of Groningen, The Netherlands

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Publication History

Publication Date:
19 March 2008 (online)

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Significance

An efficient copper-catalyzed asymmetric 1,6-conjugate addition of Grignard reagents to linear δ-substituted 2,4-dienoates is reported. Valuable multifunctional intermediates are obtained with excellent regioselectivities (up to 99:1) and high enantioselectivities (up to 97% ee).