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Application of the Spin-Center Shift in Organic Synthesis

[Image: see text] 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...

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Detalles Bibliográficos
Autores principales: Zhang, Feng-Lian, Li, Bin, Houk, K. N., Wang, Yi-Feng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9131482/
https://www.ncbi.nlm.nih.gov/pubmed/35647602
http://dx.doi.org/10.1021/jacsau.2c00051
Descripción
Sumario:[Image: see text] 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.