Palladium(0)‐Catalyzed Directed
<i>syn</i>
‐1,2‐Carboboration and ‐Silylation: Alkene Scope, Applications in Dearomatization, and Stereocontrol by a Chiral Auxiliary
作者:Zhen Liu、Jiahao Chen、Hou‐Xiang Lu、Xiaohan Li、Yang Gao、John R. Coombs、Matthew J. Goldfogel、Keary M. Engle
DOI:10.1002/anie.201910304
日期:2019.11.18
the development of palladium(0)-catalyzed syn-selective 1,2-carboboration and -silylation reactions of alkenes containing cleavable directing groups. With B2 pin2 or PhMe2 Si-Bpin as nucleophiles and aryl/alkenyl triflates as electrophiles, a broad range of mono-, di-, tri- and tetrasubstituted alkenes are compatible in these transformations. We further describe a directed dearomative 1,2-carboboration
我们报告发展的钯(0)催化的含选择性可裂解的导向基团的烯烃的1,2-碳硼化和-硅烷化反应。使用B2 pin2或PhMe2 Si-Bpin作为亲核试剂,芳基/烯基三氟甲磺酸酯作为亲电子试剂,在这些转化中,广泛的单,二,三和四取代的烯烃是相容的。我们进一步描述了采用这种方法的富电子杂芳烃的定向脱芳香1,2-碳硼化。通过使用可移动的手性指导基团,我们证明了实现在Heck型烯烃1,2-双官能团中立体诱导的可行性。这项工作为通过精确的区域和立体控制获得高度官能化的硼酸盐和硅烷提供了新途径。