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Molecules 2012, 17(6), 7523-7532; doi:10.3390/molecules17067523
Communication

Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst

,  and *
Department of Chemistry, Soonchunhyang University, Asan, Chungnam 336-745, Korea
* Author to whom correspondence should be addressed.
Received: 2 May 2012 / Revised: 6 June 2012 / Accepted: 14 June 2012 / Published: 18 June 2012
(This article belongs to the Special Issue Asymmetric Catalysis)
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Abstract

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).
Keywords: oxindole; methyl vinyl ketone; conjugate addition; bifunctional organocatalysis; asymmetric catalysis oxindole; methyl vinyl ketone; conjugate addition; bifunctional organocatalysis; asymmetric catalysis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Lee, H.J.; Woo, S.B.; Kim, D.Y. Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst. Molecules 2012, 17, 7523-7532.

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