Copper(Ⅱ)-catalyzed enantioselective conjugate addition of nitro esters to 2-enoyl-pyridine N-oxides

作者:Jianan Sun; Yanan Li; Yang Gui; Youguo Xu; Zhenggen Zha; Zhiyong Wang*
来源:Chinese Chemical Letters, 2019, 30(03): 569-572.

摘要

A highly enantioselective Michael addition of nitro esters to 2-enoyl-pyridine N-oxides was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields and with up to 96% ee. Moreover, asymmetric Michael addition product of nitromethane to 2-enoyl-pyridine N-oxides can be obtained in one step. An analogue of nicotine, dihydro-2H-pyrrol 4b was synthesized with this developed method.