Development of Stereospecific Cross-Coupling Reactions Using Chiral a-Branched Organometallic Reagents

建立了a-位含氮官能团的支链烷基硼试剂Suzuki-Miyaura偶联反应的高效催化剂体系。反应的立体化学过程可以通过添加剂改变。当与苯酚反应时，碳-碳键的形成是以构型颠倒的方式进行的。相反，醇酸锆介导有构型保留的反应。该方法可以有效地合成两种光学活性含氮有机化合物的对映体。

An efficient catalyst system was established for Suzuki-Miyaura coupling of branched alkylboron reagents bearing a nitrogen functional group at the a-position. Stereochemical course of the reaction was switchable by additives. The carbon-carbon bond formation took place with inversion of configuration, when the reaction was carried out with phenol. In contrast, zirconium alkoxide mediated the reaction with retention of configuration. Two enantiomers of optically active nitrogen-containing organic compounds could be synthesized effectively by this method.