β-Effects of Silicon in Directing Fragmentation of β-Silylcycloalkanone Radical Cations

JR Hwu, SS Shiao, SC Tsay

文献索引：Hwu, Jih Ru; Shiao, Shui-Sheng; Tsay, Shwu-Chen Journal of the American Chemical Society, 2000 , vol. 122, # 24 p. 5899 - 5900

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被引用次数: 12

摘要

Silicon can direct the Norrish type I cleavage of β-(trimethylsilyl) cycloalkanones at the C1- C2 bond in a highly regioselective manner. 1 This photochemical reaction has been applied in organic synthesis. 2-4 Carboradical intermediates generated therein are stabilized by a β- silyl group predominantly through “σ-π hyperconjugation”. 5-8