Access to enantioenriched molecules with diverse fluorinated tetrasubstituted stereocenters using hydroxy as a kinetic resolution auxiliary group

作者：Zehra, Syeda Tazeen; Lan, Shouang; Zhang, Hao; Liu, Jinggong^*; Yang, Shuang; Fang, Xinqiang^*

来源：Organic Chemistry Frontiers, 2022, 9(4): 1040-1047.

DOI：10.1039/d1qo01493e

• ASYMMETRIC TRANSFER HYDROGENATION
• CATALYTIC ENANTIOSELECTIVE FLUORINATION
• BETA-KETO ESTERS
• AROMATIC KETONES
• MANNICH REACTION
• ALDOL REACTIONS
• LATE-STAGE
• F-19 NMR
• ALPHA
• TRIFLUOROMETHYLATION

Developing a general method affording optically pure fully substituted carbon molecules bearing various fluorinated groups is highly important but very challenging. Here we show that using secondary OH as a kinetic resolution auxiliary group, a series of previously unavailable fluorinated fully substituted carbon molecules can be obtained with excellent enantioselectivities, thus providing an alternative complementary method that provides solutions to the limitations confronted by the known methods.

• 单位
  中国科学院福建物质结构研究所; 广东省人民医院; 中国科学院研究生院; 广州中医药大学