Highly efficient and enantioselective Michael addition of acetylacetone to nitroolefins catalyzed by chiral bifunctional organocatalyst bearing multiple hydrogen-bonding donors |
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Authors: | Xin ShiWei He Hua LiXu Zhang Shengyong Zhang |
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Affiliation: | Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Xi’an 710032, PR China |
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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. |
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Keywords: | Michael addition Cinchona alkaloids Bifunctional organocatalyst Hydrogen-bonding donor |
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