Direct annulation between glycine derivatives and thiiranes through photoredox/iron cooperative catalysis
Shutao Wang, Yuan Gao, Yansong Hu, Jintao Zhou, Zhidang Chen, Zhao Liu, Yuan Zhang
Abstract
A visible-light-induced aerobic oxidative [2+3] cycloaddition reaction between glycine derivatives and thiiranes has been disclosed, which provides an efficient and atom-economical strategy for the rapid synthesis of thiazolidine-2-carboxylic acid derivatives and the post-modification of glycine-derived dipeptides under mild conditions with good yield and high diastereoselectivities. A preliminary mechanistic study favors a pathway involving a cooperative photoredox catalysis and iron catalysis.
Topics & Concepts
AnnulationPhotoredox catalysisGlycineChemistryCatalysisCombinatorial chemistryPhotochemistryPhotocatalysisOrganic chemistryBiochemistryAmino acidRadical Photochemical ReactionsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques