Facile access to chiral chromanone-2-carboxylic acids enabled by rhodium-catalyzed chemo- and enantioselective hydrogenation.
- Resource Type
- Article
- Authors
- Nie, Zhuang; Liu, Song; Wang, Tonglin; Shen, Zhanhong; Nie, Huifang; Xi, Jiayue; Zhang, Dongxu; Zheng, Xiaohui; Zhang, Shengyong; Yao, Lin
- Source
- Chemical Communications. 5/14/2022, Vol. 58 Issue 39, p5837-5840. 4p.
- Subject
- *HYDROGENATION
*DIALKYLZINC
*ACIDS
- Language
- ISSN
- 1359-7345
Rh-catalyzed highly chemo- and enantioselective hydrogenation of chromone-2-carboxylic acids was successfully established for the first time, providing a wide range of enantiopure chromanone-2-carboxylic acids with excellent results (up to 97% yield and 99% ee) and high efficiency (up to 10 000 TON). The carboxylic group in the substrate was demonstrated to play a vital role and an enantio-induction mode was elucidated by DFT calculation. This hydrogenation protocol provided straightforward access to various bioactive chromanoids. [ABSTRACT FROM AUTHOR]