Eight-membered ring construction by [4+2+2] annulation involving β-carbon elimination
Eight-membered ring construction by [4+2+2] annulation involving β-carbon elimination
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DOI：
10.1021/ja0552895
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发表时间：
2006-02-22
影响因子：
15
通讯作者：
Matsuda, T
中科院分区：
文献类型：
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作者：
Murakami, M;Ashida, S;Matsuda, T
环丁酮与1，6-和1，7-二炔在镍（0）催化剂存在下进行[4 + 2 + 2]成环反应，得到双环八元环酮。环化反应通过氧杂镍环庚三烯经由β-碳消除的扩环进行，以形成九元镍杂环庚三烯。该反应采用环丁酮作为C4单元，在一个合成步骤中构建环辛二烯酮核。
Cyclobutanones underwent a formal [4 + 2 + 2] annulation reaction with 1,6- and 1,7-diynes in the presence of nickel(0) catalysts to provide bicyclic eight-membered ring ketones. The annulation reaction proceeds through a ring-expansion of oxanickelacycloheptadiene via β-carbon elimination to form a nine-membered nickelacycle. This reaction employing cyclobutanones as a C4 unit constructs cyclooctadienone cores in one synthetic step.