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Asymmetric Phase-Transfer Catalysts Bearing Multiple Hydrogen-Bonding Donors: Highly Efficient Catalysts for Enantio- and Diastereoselective Nitro-Mannich Reaction of Amidosulfones

Bin Wang, Yuxin Liu, Cong Sun, Zhonglin Wei, Jungang Cao, Dapeng Liang, Yingjie Lin* and Haifeng Duan*

*Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China, Email:,

B. Wang, Y. Liu, C. Sun, Z. Wei, J. Cao, D. Liang, Y. Lin, H. Duan, Org. Lett., 2014, 16, 6432-6435.

DOI: 10.1021/ol503264n

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Quaternary ammonium derivatives of cinchona alkaloids are highly efficient catalysts for asymmetric nitro-Mannich reactions of amidosulfones. A very broad substrate generality was observed, and both enantiomers of the products can be synthesized in high enantio- and diastereoselectivity.

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Key Words

nitro compounds, Mannich reaction, organocatalysis

ID: J54-Y2014