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Oxidative Generation of 1-Nitroalkyl Radicals and Their Addition Reaction to Olefins

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/70769

Title: Oxidative Generation of 1-Nitroalkyl Radicals and Their Addition Reaction to Olefins
Authors: Arai, Noriyoshi Browse this author →KAKEN DB
Narasaka, Koichi Browse this author
Issue Date: 1997
Publisher: Chemical Society of Japan
Journal Title: Bulletin of the Chemical Society of Japan
Volume: 70
Issue: 10
Start Page: 2525
End Page: 2534
Publisher DOI: 10.1246/bcsj.70.2525
Abstract: 1-Nitroalkyl radicals are generated by oxidation of potassium salt of 1-aci-nitroalkanes with ammonium hexanitratocerate(IV). When the oxidation is carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals onto the olefins proceeds to afford β-nitro ketones, which are further converted to α,β-unsaturated ketones in high yield. Stereoselective construction of fused ring systems is achieved by intramolecular addition of 1-nitroalkyl radicals.
Type: article
URI: http://hdl.handle.net/2115/70769
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 新井 則義

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