State Key Laboratory of Microbial Technology, Shandong University, 72 Binhai Road, Qingdao 266237, P. R. China.
Laboratory for Marine Biology and Biotechnology, Pilot National Laboratory for Marine Science and Technology, 168 Weihai Road, Qingdao 266237, Shandong, P. R. China.
Org Lett. 2021 Sep 3;23(17):6612-6616. doi: 10.1021/acs.orglett.1c01879. Epub 2021 Aug 13.
A nickel-catalyzed cross-coupling of allylic alkyl ethers with organoboron compounds through the cleavage of the inert C(sp)-O(alkyl) bonds is described. Several types of allylic alkyl ethers can be coupled with various boronic acids or their derivatives to give the corresponding products in good to excellent yields with wide functional group tolerance and excellent regioselectivity. The gram-scale reaction and late-stage modification of biologically active compounds further prove the practicality of this synthetic method.
镍催化的烯丙基烷基醚与有机硼化合物的交叉偶联反应，通过断裂惰性 C(sp)-O(烷基)键实现。几种类型的烯丙基烷基醚可以与各种硼酸或其衍生物偶联，以良好至优异的收率得到相应的产物，具有广泛的官能团容忍度和优异的区域选择性。克级反应和生物活性化合物的后期修饰进一步证明了这种合成方法的实用性。
