基于机理的酰胺导向镍催化环戊烯衍生物芳基化反应的设计。
Mechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives.
机构信息
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
出版信息
Org Lett. 2021 Jan 15;23(2):612-616. doi: 10.1021/acs.orglett.0c04208. Epub 2021 Jan 4.
Abstract
A method for amide-directed Ni-catalyzed diastereoselective arylboration of cyclopentenes is disclosed. The reaction allows for the synthesis of sterically congested cyclopentane scaffolds that contain an easily derivatized boronic ester and amide functional handles. The nature of the amide directing group and its influence on the reaction outcome are investigated and ultimately reflect a predictably selective reaction based on the solvent and base counterion.
摘要
公开了一种酰胺导向的镍催化环戊烯的非对映选择性芳基硼化方法。该反应允许合成具有空间位阻的环戊烷支架，其中包含易于衍生化的硼酸酯和酰胺官能团。研究了酰胺导向基团的性质及其对反应结果的影响，最终反映了基于溶剂和碱抗衡离子的可预测选择性反应。
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