Bifunctional Lewis Base Catalyzed Asymmetric N -Allylic Alkylation of 2-Hydroxypyridines.
Fei-Ruo ZhangFanshu CaoKui LiuYi-Ping HeGen LuoZhi-Shi YePublished in: Organic letters (2022)
A chiral Lewis base catalyzed enantioselective N -allylic alkylation of 2-hydroxypyridines and MBH carbonates is documented, affording a convenient access to N -alkylated 2-pyridones with up to 99% ee and 99% yield. Experimental and computational studies have revealed that the strong hydrogen bond interaction between the chiral Lewis base catalyst and 2-hydroxypyridines plays a crucial role in this reaction for the reactivity, chemoselectivity, and enantioselectivity.