Nickel-catalyzed, regio- and stereoselective hydroalkynylation of methylenecyclopropanes with retention of the cyclopropane ring, leading to the synthesis of 1-methyl-1-alkynylcyclopropanes.
Nickel-catalyzed, regio- and stereoselective hydroalkynylation of methylenecyclopropanes with retention of the cyclopropane ring, leading to the synthesis of 1-methyl-1-alkynylcyclopropanes.
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DOI：
10.1021/ja900876w
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发表时间：
2009-03
影响因子：
15
通讯作者：
Masamichi Shirakura;M. Suginome
中科院分区：
文献类型：
--
作者：
Masamichi Shirakura;M. Suginome
在室温下，在含PMePh（2）的镍催化剂存在下，三异丙基硅基乙炔的C-H键以区域和立体选择性的方式加成到取代亚甲基环丙烷的C=C键上。C-C键的形成发生在内部sp（2）碳原子处，具有从位于三元环中的取代基相对的pi面的高区域选择性。
The C-H bond of triisopropylsilylacetylene adds to the C=C bond of substituted methylenecyclopropanes in a regio- and stereoselective manner at room temperature in the presence of nickel catalysts bearing PMePh(2). The C-C bond formation takes place at the internal sp(2) carbon atom with high regioselectivity from the pi face opposite the substituents located in the three-membered rings.