Lee Yeosan, Park Jinyoung, Cho Seung Hwan
Department of Chemistry, Pohang University of Science and Technology (POSTECH), Pohang, 37673, Rep. of Korea.
Angew Chem Int Ed Engl. 2018 Sep 24;57(39):12930-12934. doi: 10.1002/anie.201805476. Epub 2018 Jul 26.
We report the successful generation of (diborylmethyl)zinc(II) species by transmetallation beteween isolable (diborylmethyl)lithium and zinc(II) halide (X=Br, Cl) and their application in the synthesis of enantioenriched gem-diborylalkanes bearing a stereogenic center at the β-position of the diboryl groups by an asymmetric allylic substitution reaction. The reaction has a broad substrate scope, and various enantioenriched gem-diborylalkanes can be obtained in good yields with excellent enantioselectivity. Further elaboration of the enantioenriched gem-diborylalkanes provides access to a diverse set of valuable chiral building blocks.
我们报道了通过可分离的（二硼甲基）锂与卤化锌（X = Br、Cl）之间的金属转移反应成功生成（二硼甲基）锌（II）物种，以及它们在通过不对称烯丙基取代反应合成在二硼基β位带有立体中心的对映体富集偕二硼基烷烃中的应用。该反应具有广泛的底物范围，并且可以以良好的产率和优异的对映选择性获得各种对映体富集的偕二硼基烷烃。对对映体富集的偕二硼基烷烃的进一步衍生化提供了获得各种有价值的手性结构单元的途径。
