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Highly Efficient Ion‐Tagged Catalyst for the Enantioselective Michael Addition of Aldehydes to Nitroalkenes
Authors:Marco Lombardo  Michel Chiarucci  Arianna Quintavalla  Claudio Trombini
Abstract:The ion‐tagged diphenylprolinol silyl ether 6 very efficiently catalyzes the asymmetric Michael addition of aliphatic aldehydes to nitroalkenes with ee of up to>99.5% at low catalyst loadings (0.25–5 mol%) and using only a slight excess of aldehydes (1.2–2 equiv.). This new organocatalyst can be used with the same outstanding efficiency in a wide variety of solvents and reaction conditions.
Keywords:asymmetric organocatalysis  ion‐tagged diphenylprolinol  Michael addition  nitro compounds  synthetic methods
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