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The Journal of Organic Chemistry

Stereospecific anti radical elimination reaction from. beta.-nitro sulfones

N Ono, A Kamimura, A Kaji

文献索引:Ono, Noboru; Kamimura, Akio; Kaji, Aritsune Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5111 - 5116

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被引用次数: 20

摘要

@ Nitro sulfones react with tin radicals to give alkenes, where the nitro and sulfonyl groups are cleaved in an anti stereospecific way. This specificity is lost when the elimination reaction is induced by sodium sulfide. The high stereospecificity of the reaction induced by tin radicals can be interpreted by assuming that the organotin group is close to the nitro group to form a nitroxide radical, which undergoes the stereospecific cleavage of the nitro ...