Nakamura Shuichi, Sano Masahide, Toda Ayaka, Nakane Daisuke, Masuda Hideki
Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan).
Chemistry. 2015 Mar 2;21(10):3929-32. doi: 10.1002/chem.201406270. Epub 2015 Jan 22.
The organocatalytic enantioselective decarboxylative Mannich reaction of malonic acid half thioesters (MAHTs) with cyclic N-sulfonyl ketimines by using N-heteroarenesulfonyl cinchona alkaloid amides afforded products with high enantioselectivity. Both enantiomers of the products could be obtained by using pseudoenantiomeric chiral catalysts. The reaction proceeds through a nucleophilic addition of the MAHTs to the ketimines prior to decarboxylation.
通过使用氮杂芳基磺酰基金鸡纳生物碱酰胺，丙二酸半硫酯（MAHTs）与环状N-磺酰基酮亚胺发生有机催化对映选择性脱羧曼尼希反应，得到了具有高对映选择性的产物。使用假对映体手性催化剂可以得到产物的两种对映体。该反应在脱羧之前通过MAHTs对酮亚胺的亲核加成进行。
