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Heteroarenesulfonyl Cinchona Alkaloid Amine Catalyst
Nakamura et al. have reported development of the heteroarenesulfonyl cinchona alkaloid amine catalyst, N-[(9S)-8α-cinchonan-9-yl]quinoline-8-sulfonamide (1), and its use for the enantioselective decarboxylative Mannich reaction of ketimines. According to their results, the reaction of ketimines with malonic acid half thioesters in the presence of 1 affords the corresponding β-aminocarbonyl compounds with high enantioselectivity. Since β-aminocarbonyl compounds are important backbones of pharmaceuticals and agricultural chemicals, they can be converted into biologically active substances, such as optically active AG-041R.
References
- 1)Heteroarenesulfonyl cinchona alkaloid amine catalyst and method for the preparation of β-aminocarbonyl compound thereby
- S. Nakamura, N. Shibata, N. Hara, Nagoya Institute of Technology, Jpn. Kokai Tokkyo Koho 2013 112673, 2013.
- 2)Enantioselective synthesis of AG-041R by using N-heteroarenesulfonyl cinchona alkaloid amides as organocatalysts