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Development of Organosilicon Peroxides as Practical Alkyl Radical Precursors and Their Applications to Transition Metal Catalysis

Akira Matsumoto, Keiji Maruoka

2020Bulletin of the Chemical Society of Japan32 citationsDOIOpen Access PDF

Abstract

Abstract This account highlights the development of efficient methods for generation of alkyl radicals from organosilicon peroxides and their applications in selective alkylation reactions. Compared with commonly used organic peroxides, a more diverse range of organosilicon peroxides can be prepared as bench-stable alkyl radical precursors, and their use in combination with transition metal catalysts allows for generation of alkyl radicals under mild conditions. Consequently, these methods have opened up a new way for the formation of various carbon–carbon and carbon–heteroatom bonds, affording highly functionalized carbon skeletons in chemoselective or asymmetric manners.

Topics & Concepts

OrganosiliconChemistryAlkylHeteroatomRadicalCatalysisTransition metalAlkylationOrganic chemistryCarbon fibersMaterials scienceComposite materialComposite numberPolyoxometalates: Synthesis and ApplicationsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
Development of Organosilicon Peroxides as Practical Alkyl Radical Precursors and Their Applications to Transition Metal Catalysis | Litcius