1,1-二硼基-1-烯烃与亲电试剂的立体选择性交叉偶联反应：一种高度立体控制合成1,1,2-三芳基-1-烯烃的方法。
Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes.
作者信息
Shimizu Masaki, Nakamaki Chihiro, Shimono Katsuhiro, Schelper Michael, Kurahashi Takuya, Hiyama Tamejiro
机构信息
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
出版信息
J Am Chem Soc. 2005 Sep 14;127(36):12506-7. doi: 10.1021/ja054484g.
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 with E-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.
发现钯催化的1,1-二硼基-1-烯烃与芳基和烯基碘的交叉偶联反应具有立体选择性，生成相应的单偶联产物，为单一非对映异构体，具有E-构型。初始产物与另一种芳基碘的第二次偶联可得到多种立体化学纯形式的三芳基烯烃。这种用于合成三芳基烯烃的高度立体选择性方法使得能够从1,1-二硼基-1-烯烃一锅法合成两种非对映异构体。
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