Nickel-catalyzed intermolecular [3+2+2] cocyclization of ethyl cyclopropylideneacetate and alkynes

Nickel-catalyzed intermolecular [3+2+2] cocyclization of ethyl cyclopropylideneacetate and alkynes
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DOI:
10.1021/ja0494306
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发表时间:
2004-09-01
影响因子:
15
通讯作者:
Komagawa, S
Komagawa, S
中科院分区:
化学1区
文献类型:
--
作者:
Saito, S;Masuda, M;Komagawa, S

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在 10 mol%“Ni(PPh3)2”(由 Ni(cod)2 和 PPh3 原位制备)存在下,环丙叉基乙酸乙酯 (1a) 和末端炔烃 (2) 的 [3 + 2 + 2] 共环化反应顺利进行。由于引入吸电子基团而引起的1a的高反应活性对于该反应的进展非常重要。以高选择性的方式合成了环庚二烯衍生物,收率良好。
The [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate (1a) and terminal alkynes (2) proceeded smoothly in the presence of 10 mol % “Ni(PPh3)2”, which was prepared in situ from Ni(cod)2and PPh3. The high reactivity of1a, which was induced by the introduction of an electron-withdrawing group, is very important for the progress of this reaction. The cycloheptadiene derivatives were synthesized in highly selective manner in good yields.