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A Recyclable Fluorous (S)-Pyrrolidine Sulfonamide Promoted Direct, Highly Enantioselective Michael Addition of Ketones and Aldehydes to Nitroolefins in Water

Liansuo Zu, Jian Wang, Hao Li and Wei Wang*

*Department of Chemistry, University of New Mexico, Albuquerque, New Mexico 87131-0001, Email:

L. Zu, J. Wang, H. Li, W. Wang, Org. Lett., 2006, 8, 3077-3079.

DOI: 10.1021/ol061053+


A fluorous (S)-pyrrolidine sulfonamide organocatalyst promotes highly enantio- and diastereoselective Michael addition reactions of ketones and aldehydes with nitroolefins in water. The organocatalyst is conveniently recovered from the reaction mixtures by fluorous solid-phase extraction and can be reused.

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Key Words

Nitro Compounds, Cyclohexanones, Organocatalysis, Green Chemistry

ID: J54-Y2006-1970