Eight-membered ring construction by [4+2+2] annulation involving β-carbon elimination

被引:145
作者
Murakami, M [1 ]
Ashida, S [1 ]
Matsuda, T [1 ]
机构
[1] Kyoto Univ, Dept Synth Chem & Biol Chem, Kyoto 6158510, Japan
关键词
D O I
10.1021/ja0552895
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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. Copyright © 2006 American Chemical Society.
引用
收藏
页码:2166 / 2167
页数:2
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