Zhang Dayu School of Chemistry, Dalian University of Technology, Dalian 116024, P.R. China.
Institutes of Physical Science and Information Technology, Anhui University, Hefei 230601, P.R. China.
Org Lett. 2022 Dec 2;24(47):8603-8608. doi: 10.1021/acs.orglett.2c03207. Epub 2022 Nov 20.
A chiral Lewis base catalyzed enantioselective -allylic alkylation of 2-hydroxypyridines and MBH carbonates is documented, affording a convenient access to -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.
手性路易斯碱催化的 2-羟基吡啶和 MBH 碳酸酯的对映选择性烯丙基烷基化反应被记录下来,为 - 烷基化 2-吡啶酮提供了一种方便的方法,ee 值高达 99%,产率为 99%。实验和计算研究表明,手性路易斯碱催化剂与 2-羟基吡啶之间的强氢键相互作用在该反应中对于反应性、化学选择性和对映选择性起着关键作用。