An α-alkylation/reduction of ketones via radical cyclizations of β-chloroethylsilyl enol ethers
作者:Robert D. Walkup、Robert R. Kane、Nihal U. Obeyesekere
DOI:10.1016/0040-4039(90)80008-a
日期:1990.1
β-Chloroethyldimethylsilyl enol ether derivatives of five ketones were allowed to react with tributylstannane in the presence of AIBN to yield the products of “reductive α-alkylation,” 1-oxa-2-silacyclohexanes, plus ethyldimethylsilyl enol ether byproducts from direct reduction. The unstable oxasilacyclohexanes were treated with methyllithium to yield, upon workup, γ(trimethylsilyl) alcohols.
在AIBN存在下,使五个酮的β-氯乙基二甲基甲硅烷基烯醇醚衍生物与三丁基锡烷反应,生成“还原性α-烷基化”产物,1-氧杂-2-硅环己烷,以及直接还原得到的乙基二甲基甲硅烷基烯醇醚副产物。用甲基锂处理不稳定的氧杂硅杂环基己烷,经后处理,得到γ(三甲基甲硅烷基)醇。