Application of the Spin-Center Shift in Organic Synthesis

JACS Au. 2022 Apr 11;2(5):1032-1042. doi: 10.1021/jacsau.2c00051. eCollection 2022 May 23.

Abstract

Spin-center shift (SCS) is a radical process involving 1,2-radical translocation along with a two-electron ionic movement, such as elimination of an adjacent leaving group. Such a process was initially observed in some important biochemical transformations, and the unique property has also attracted considerable interest in synthetic chemistry. Experimental, kinetic, as well as computational studies have been performed, and a series of useful radical transformations have been developed and applied in organic synthesis based on SCS processes in the last 20 years. This Perspective is an overview of radical transformations involving the SCS mechanism.

Publication types

  • Review