首先是阴离子硅基从sp2碳迁移至羰基氧。（Z）-β-三甲基硅基-α，β-不饱和酮的立体有择烯丙基化反应。
First anionic silyl migration from sp2 carbon to carbonyl oxygen. Stereospecific allylation of (Z)-beta-trimethylsilyl-alpha,beta-unsaturated ketones.
作者信息
Taguchi Haruhiko, Miyashita Hiroko, Tsubouchi Akira, Takeda Takeshi
机构信息
Department of Applied Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.
出版信息
Chem Commun (Camb). 2002 Oct 7(19):2218-9. doi: 10.1039/b207325k.
DOI:10.1039/b207325k
PMID:12397986
Abstract
1,4-Silyl migration from sp2 carbon to carbonyl oxygen proceeded by the treatment of (Z)-beta-trimethylsilyl-alpha,beta-unsaturated ketones with copper(I) tert-alkoxide to afford vinylmetal species, which reacted with allylic halides to produce enol trimethylsilyl ethers of beta-alk-2-enyl-alpha,beta-unsaturated ketones with complete retention of configuration.
摘要
通过用叔丁醇铜（I）处理（Z）-β-三甲基甲硅烷基-α，β-不饱和酮，使1,4-硅基从sp2碳迁移至羰基氧，得到乙烯基金属物种，该物种与烯丙基卤反应，生成β-烯-2-烯基-α，β-不饱和酮的烯醇三甲基甲硅烷基醚，构型完全保持。
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