Palladium-catalyzed trans- and cis-carboboration of Alkynes tethered to chloroborane with organozirconium reagents:: Ligand-dependent complementary stereoselectivity
Palladium-catalyzed trans- and cis-carboboration of Alkynes tethered to chloroborane with organozirconium reagents:: Ligand-dependent complementary stereoselectivity
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DOI：
10.1021/ja711160h
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发表时间：
2008-03-12
影响因子：
15
通讯作者：
Suginome, Michinori
中科院分区：
文献类型：
--
作者：
Daini, Masaki;Yamamoto, Akihiko;Suginome, Michinori
在钯催化剂存在下，使用多种有机锆试剂（包括烯基、芳基和烷基锆），将氯硼烷与炔烃连接，可以实现碳-碳三键的环化碳硼化。根据所使用的膦配体，碳硼化反应需要两个独特的立体化学过程：PMe3 诱导高度选择性的顺式碳硼化反应，而较大的膦如 PtBu3、PCy3 和 PAr3 则选择性地诱导反式碳硼化反应。
Cyclizative carboboration of carbon-carbon triple bonds has been achieved with a wide range of organozirconium reagents, including alkenyl, aryl, and alkylzirconium, with chloroboranes tethered to alkynes in the presence of palladium catalysts. The carboboration takes two distinctive stereochemical courses depending upon the phosphine ligands used: PMe3 induces highly selective cis-carboboration, while bulkier phosphines such as PtBu3, PCy3, and PAr3 induce trans-carboboration selectively.