Photoinduced stereoselective reactions using pyridinium salts as radical precursors

Abstract

Pyridinium salts are amine surrogates that are abundant in nature and the redox active nature of the pyridinium salts allows them to serve as precursors for generating radical species under mild conditions that can be initiated by light, heat or metal catalysis. The stereoselective formation of products has always been a topic of interest for synthetic chemists worldwide. In this context, pyridinium salts can readily undergo single electron reduction to form a neutral radical, and the N–X bond's subsequent fragmentation furnishes the X radical without any harsh reaction conditions. As a consequence, the past decade has witnessed an increased effort in utilizing pyridinium salts to photocatalytically generate radicals for the regioselective, diastereoselective as well as enantioselective formation of products that have been summarised in this review.