Rapid Synthesis of α-Chiral Piperidines via a Highly Diastereoselective Continuous Flow Protocol
2022
Shan, Chao | Xu, Jinping | Cao, Liming | Liang, Chaoming | Cheng, Ruihua | Yao, Xiantong | Sun, Maolin | Ye, Jinxing
A practical continuous flow protocol has been developed using readily accessible N-(tert-butylsulfinyl)-bromoimine and Grignard reagents, providing various functionalized piperidines (34 examples) in superior results (typically >80% yield and with >90:10 dr) within minutes. The high-performance scale-up is smoothly carried out, and efficient synthesis of the drug precursor further showcases its utility. This flow process offers rapid and scalable access to enantioenriched α-substituted piperidines.
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