Stereoselective cross-coupling reaction of 1,1-diboryl-1-alkenes with electrophiles: A highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes
Stereoselective cross-coupling reaction of 1,1-diboryl-1-alkenes with electrophiles: A highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes
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DOI：
10.1021/ja054484g
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发表时间：
2005-09-14
影响因子：
15
通讯作者：
Hiyama, T
中科院分区：
文献类型：
--
作者：
Shimizu, M;Nakamaki, C;Hiyama, T
钯催化的1，1-二硼基-1-烯烃与碘代芳基和碘代烯基的交叉偶联反应具有立体选择性，得到相应的单偶联产物，为单一的E-构型非对映体。初始产物与另一种芳基碘的第二次偶联提供了立体化学纯形式的各种三芳基烯烃。这种用于三芳基烯烃的高度立体选择性的方法允许从1，1-二硼基-1-烯烃在一锅中合成两种非对映体。
Palladium-catalyzed cross-coupling reaction of 1,1-diboryl-1-alkenes with aryl and alkenyl iodides was found to proceed stereoselectively, giving rise to the corresponding mono-coupled product as a single diastereomer withE-configuration. Second coupling of the initial product with another aryl iodide affords diverse triarylalkenes in their stereochemically pure form. This highly stereoselective approach for triarylalkenes allows one to synthesize both diastereomers in one pot from 1,1-diboryl-1-alkenes.