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Synfacts 2010(2): 0182-0182  
DOI: 10.1055/s-0029-1219214
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Calcium-Catalyzed Enantioselective 1,4-Addition to Nitroalkenes

Contributor(s): Mark Lautens, Stephen G. Newman
T. Tsubogo, Y. Yamashita, S. Kobayashi*
University of Tokyo, Japan
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Publication History

Publication Date:
21 January 2010 (online)

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Significance

The use of alkaline earth metals as catalysts offers numerous advantages over transition metals, such as low cost and toxicity. Extending their previous work on calcium catalysis (S. Kobayashi and co-workers J. Am. Chem. Soc. 2007, 129, 5364), the authors present an enantio­selective 1,4-addition of malonates to nitroal­kenes. Excellent yields and enantioselec­tivities are obtained.