硅烯转移至烯丙基硫醚：取代硅杂环丁烷的生成。
Silylene transfer to allylic sulfides: formation of substituted silacyclobutanes.
机构信息
Department of Chemistry, University of California, Irvine, California 92697-2025, USA.
出版信息
J Org Chem. 2010 Aug 20;75(16):5729-32. doi: 10.1021/jo1008228.
Abstract
Silylene transfer to allylic sulfides results in a formal 1,2-sulfide migration. The rearrangement yields substituted silacyclobutanes, not the expected silacyclopropanes. The silacyclobutanes were elaborated by insertions of carbonyl compounds selectively into one carbon-silicon bond. A mechanism for the 1,2-sulfide migration is proposed involving an episulfonium ion intermediate.
摘要
亚硅烯转移至烯丙基硫醚会导致形式上的 1,2-硫迁移。重排生成取代的硅杂环丁烷，而不是预期的硅杂环丙烷。硅杂环丁烷通过羰基化合物选择性地插入一个碳-硅键进行了扩展。提出了一个涉及环硫鎓离子中间体的 1,2-硫迁移机制。
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