Chiral iodine-catalyzed asymmetric oxyamination of unactivated olefins

Org Biomol Chem. 2024 Nov 27. doi: 10.1039/d4ob01575d. Online ahead of print.

Abstract

In this paper, chiral aryl iodides were used for the first time to catalyze the formation of C-O and C-N bonds of inactive olefins to obtain optically active aminolactone derivatives. The reaction is compatible with various substituted alkenyl carboxylic acid substrates. This method usually shows high activity and enantioselectivity, with a yield of up to 83% and an ee of up to 99%. It is recovery and reuse of chiral aryl iodide catalyst CIC4 showed almost no loss in product yield and enantioselectivity after 3 runs.