Iridium-Catalyzed Asymmetric Allylic Substitution Reaction of 4-Hydroxypyran-2-one.

作者：Meifang Wang, Ruigang Xu, Yuh-Liang Liu, Jiaqi Wang, Qinghua Xu, Linlong Dai, Haonan Xu, Qiaohong Zhu, Xiaofei Zeng · 发表于：Journal of Organic Chemistry · 年份：2023 · DOI：10.1021/acs.joc.2c02986 · 被引用次数：4 · 研究领域：Medicine

Pyranones have raised great concerns owing to their considerable applications in a variety of sectors. However, the development of direct asymmetric allylation of 4-hydroxypyran-2-ones is still restricted. Herein, we present an effective iridium-catalyzed asymmetric functionalization technique for the synthesis of 4-hydroxypyran-2-one derivatives over direct and efficient catalytic asymmetric Friedel-Crafts-type allylation by using allyl alcohols. The allylation products could be obtained with good to high yields (up to 96%) and excellent enantioselectivities (>99% ee). Therefore, the disclosed technique provides a new asymmetric synthetic strategy to explore pyranone derivatives in depth, thus providing an interesting approach for global application and further utilization in organic synthesis and pharmaceutical chemistry.