Regioselectivity Switch of α-Amino Acid-Derived Esters and MBH Carbonates for the Synthesis of Allyl-Substituted Azlactones.

Sasa Wang, Shijie Peng, Huishan Zhao, Zhuobao Liang,Xiuxiang Lu, Qing Du, Yifan Wang, Bingzhen Wei,Qin Huang,Haibo Tan

The Journal of organic chemistry(2024)

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摘要
Allylic azlactones are greatly significant in terms of potential bioactivities and synthetic applications. Owing to the burgeoning interest of the pharmaceutical industry in α-amino acid derivatives, discovering strategies for the synthesis of allylic azlactones is important. Herein, we establish a transition-metal-free regioselectivity switch of α-amino acid-derived esters and MBH carbonates, which exhibits broad reaction scope and good reaction yields. Control reactions indicate that both base and solvent are important for regioselectivity.
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