Initiators for Radical Cation-induced [2 + 2]- and [4 + 2]-Cycloadditions of Electron-rich Alkenes

The radical cation-induced [2 + 2]- and [4 + 2]-cycloadditions of electron-rich alkenes afford cyclobutanes and cyclohexenes, which are used in the synthesis of natural products. The key intermediate is the alkene radical cation, which is generated from alkene by a one-electron oxidant. These cycloa...

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Veröffentlicht in:Chemistry letters 2020-01, Vol.49 (1), p.107-113
Hauptverfasser: Horibe, Takahiro, Ishihara, Kazuaki
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container_title Chemistry letters
container_volume 49
creator Horibe, Takahiro
Ishihara, Kazuaki
description The radical cation-induced [2 + 2]- and [4 + 2]-cycloadditions of electron-rich alkenes afford cyclobutanes and cyclohexenes, which are used in the synthesis of natural products. The key intermediate is the alkene radical cation, which is generated from alkene by a one-electron oxidant. These cycloadditions have attracted renewed attention thanks to the recent development of initiators, such as a chemical oxidant, an electrochemical method and photoredox catalysts. This Highlight Review summarizes these initiators for [2 + 2]- and [4 + 2]-cycloadditions that leverage the generation of the alkene radical cation.
doi_str_mv 10.1246/cl.190790
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source Oxford University Press Journals All Titles (1996-Current)
subjects Alkenes
Apexes
Assembly
Cages
Cations
Electrons
Graph theory
Hydrogen bonding
Initiators
Metal-organic frameworks
Natural products
Organic chemistry
Oxidizing agents
title Initiators for Radical Cation-induced [2 + 2]- and [4 + 2]-Cycloadditions of Electron-rich Alkenes
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