Organoiodine-Catalyzed Desymmetric Fluorolactonization of α,α-Diallylcarboxylic Acids to Access α-Quaternary Fluorinated Lactones

The discovery of convenient and efficient methodologies for preparing optically active organofluorine compounds has received much attention from the synthetic community. Herein, we report an organoiodine-catalyzed desymmetric fluorolactonization of α,α-diallylcarboxylic acids in the presence of Et₃N·3HF and Selectfluor, providing a straightforward access to value-added chiral α-quaternary fluorinated lactone. The reaction features moderate to good yields and broad functional group compatibility. Notably, the development of novel chiral organoiodine catalysts promotes the enantio- and diastereoselective fluorolactonization of aliphatic alkenes for the first time.