三炔基膦-金配合物催化炔基硅基烯醇醚的 7-endo-dig 环化反应构建亚甲基环庚烷骨架。
Construction of methylenecycloheptane frameworks through 7-exo-dig cyclization of acetylenic silyl enol ethers catalyzed by triethynylphosphine-gold complex.
机构信息
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
出版信息
Org Lett. 2010 Oct 1;12(19):4380-3. doi: 10.1021/ol101860j.
PMID:20822100
Abstract
A cationic gold(I) complex bearing a semihollow-shaped triethynylphosphine ligand efficiently catalyzed the 7-exo-dig cyclization of silyl enol ethers with an ω-alkynic substituent. The reaction gave various methylenecycloheptane derivatives with an exo- or endocyclic carbonyl group. The protocol was applicable not only to cyclic substrates that form bicyclic frameworks but also to acyclic ones with or without substituents in a carbon chain tether.
摘要
一种带有半中空型三乙炔基膦配体的阳离子金（I）配合物有效地催化了带有ω-炔基取代基的硅基烯醇醚的 7-endo-dig 环化反应。该反应得到了各种具有内或外环羰基的亚甲基环庚烷衍生物。该方案不仅适用于形成双环骨架的环状底物，也适用于无取代或有取代基的碳链连接的非环状底物。
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