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Highly efficient and enantioselective Michael addition of acetylacetone to nitroolefins catalyzed by chiral bifunctional organocatalyst bearing multiple hydrogen-bonding donors
Authors:Xin ShiWei He  Hua LiXu Zhang  Shengyong Zhang
Affiliation:Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Xi’an 710032, PR China
Abstract:A new efficient catalyst system for the asymmetric addition of acetylacetone to nitroolefins using a chiral bifunctional organocatalyst bearing multiple hydrogen-bonding donors was developed. When using the organocatalyst 2c derived from natural cinchona alkaloid in optimal conditions, up to 98% chemical yield and 98% ee were observed with a variety of aromatic nitroolefins.
Keywords:Michael addition   Cinchona alkaloids   Bifunctional organocatalyst   Hydrogen-bonding donor
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