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

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 94, Issue 2, Pages 513-524

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20200321

Keywords

Alkylsilyl peroxides; Alkyl radicals; ss-Scission

Funding

  1. JSPS KAKENHI [JP26220803, JP17H06450]

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This account discusses the development of efficient methods for generating alkyl radicals from organosilicon peroxides and their applications in selective alkylation reactions, providing a new pathway for the formation of various carbon-carbon and carbon-heteroatom bonds under mild conditions.
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.

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