Iridium-Catalyzed Asymmetric Hydrogenation of α-Fluoro Ketones via a Dynamic Kinetic Resolution Strategy
Xuefeng Tan, Weijun Zeng, Jialin Wen* and Xumu Zhang*
*Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518055, China,
Email: wenjl
sustech.edu.cn, zhangxmsustech.edu.cn
X. Tan, W. Zeng, J. Wen, X. Zhang, Org. Lett., 2020, 22, 7230-7233.
DOI: 10.1021/acs.orglett.0c02565
Abstract
An iridium-catalyzed hydrogenation of α-fluoro ketones provides β-fluoro alcohols with good enantiomeric and diastereomeric selectivities using a strategy of dynamic kinetic resolution. A C-F···Na charge-dipole interaction in the transition state of hydride transfer is responsible for the diastereomeric control.
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Key Words
fluorohydrins, reduction of carbonyl compounds, hydrogen
ID: J54-Y2020
