Organic Chemistry Portal

Abstracts

Search:

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: linyjjlu.edu.cn, duanhfjlu.edu.cn

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 (free Supporting Information)


see article for more reactions

Abstract

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.

see article for more examples



Key Words

nitro compounds, Mannich reaction, organocatalysis


ID: J54-Y2014