Nickel-catalyzed intermolecular [3+2+2] cocyclization of ethyl cyclopropylideneacetate and alkynes. Synthesis of seven-membered carbocycles
Nickel-catalyzed intermolecular [3+2+2] cocyclization of ethyl cyclopropylideneacetate and alkynes. Synthesis of seven-membered carbocycles
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DOI：
10.1021/jo7014714
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发表时间：
2007-11-23
影响因子：
3.6
通讯作者：
Masuda, Manami
中科院分区：
文献类型：
--
作者：
Saito, Shinichi;Komagawa, Shinsuke;Masuda, Manami
[图]在Ni(cod)(2)-PPh3存在下，环丙酯乙酸乙酯（1a）和各种炔的[3 + 2 + 2]共环化反应顺利进行。以高选择性的方式合成了环庚二烯衍生物。镧独特的反应活性对反应的进行至关重要。讨论了所观察到的产物形成的区域选择性和反应机理。
[Graphics]The [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate (1a) and various alkynes proceeded smoothly in the presence of Ni(cod)(2)-PPh3. The cycloheptadiene derivatives were synthesized in highly selective manners. The unique reactivity of la was essential for the progress of the reaction. The observed regioselectivity of the product formation and the mechanism of the reaction are discussed.