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Synfacts 2011(5): 0510-0510  
DOI: 10.1055/s-0030-1259829
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Calcium-Catalyzed Asymmetric Chlorination and Michael Additions

Contributor(s): Mark Lautens, Hasnain A. Malik
W. Zheng, Z. Zhang, M. Z. Kaplan, J. C. Antilla*
University of South Florida, Tampa, USA
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Publication History

Publication Date:
15 April 2011 (online)

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Calcium-Catalyzed Asymmetric Chlorination and Michael AdditionsSynfacts 2011; 2011(07): 0808-0808
DOI: 10.1055/s-0030-1260672

Significance

3-Oxindoles are important structural motifs in both natural products and pharmaceuticals. Therefore, there is much interest in the synthetic community for the asymmetric synthesis of such molecules. The authors disclose a chiral Ca VAPOL phosphate mediated (i) asymmetric chlorination, and (ii) Michael addition of methyl vinyl ketone using 3-oxindoles to afford 3,3′-disubstituted oxindoles.