Bulletin of the Chemical Society of Japan

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

N Arai, K Narasaka

文献索引：Arai, Noriyoshi; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 10 p. 2525 - 2534

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被引用次数: 24

摘要

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 ...