Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
J Am Chem Soc. 2021 Nov 24;143(46):19275-19281. doi: 10.1021/jacs.1c09705. Epub 2021 Oct 25.
A novel method for catalytic remote bismetalation of alkene substrates by the addition of dimetal reagents is accomplished by using chain walking. In the presence of a palladium catalyst, the reaction of various 1,-dienes and diborons were converted into cyclopentane derivatives with two boryl groups at remote positions via facile regioselective transformation of an unactivated sp C-H bond to a C-B bond. Sequential construction of three distant bonds, which is difficult to achieve by any method, was accomplished for the reactions of 1,-dienes ( ≥ 7).
通过链行走,实现了通过添加双金属试剂对烯烃底物进行催化远程双金属化的新方法。在钯催化剂的存在下,各种 1,3-二烯和二硼通过容易的非活化 sp C-H 键向 C-B 键的区域选择性转化,将反应转化为远程位置具有两个硼基的环戊烷衍生物。通过任何方法都难以实现的三个远键的顺序构建,对于 1,3-二烯(≥7)的反应是可以完成的。