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Synfacts 2009(7): 0747-0747  
DOI: 10.1055/s-0029-1217290
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Zinc-Catalyzed Direct Asymmetric Vinylogous Michael Addition

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
B. M. Trost*, J. Hitce
Stanford University, USA
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Publication History

Publication Date:
22 June 2009 (online)

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Significance

This paper described the dinuclear zinc-catalyzed direct asymmetric Michael addition to nitroalkenes. This methodology provided synthetically useful γ-substituted butenolides in high yields and excellent enantioselectivities. Furthermore, the authors have extended the scope of the dinuclear zinc catalyst to vinylogous nucleophili­city.