亚丙二烯基诱导的吲哚硼酸酯的1,2-金属酸酯重排：非对映选择性合成高度取代的二氢吲哚。
Allenylidene Induced 1,2-Metalate Rearrangement of Indole-Boronates: Diastereoselective Access to Highly Substituted Indolines.
作者信息
Simlandy Amit Kumar, Brown M Kevin
机构信息
Department of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN, 47401, USA.
出版信息
Angew Chem Int Ed Engl. 2021 May 25;60(22):12366-12370. doi: 10.1002/anie.202103108. Epub 2021 Apr 22.
PMID:33734546
Abstract
A process to achieve 1,2-metalate rearrangements of indole boronate as a way to access substituted indolines in high diastereoselectivities is presented. The reaction involves the generation of a Cu-allenylidene, which is sufficiently electrophilic to induce the 1,2-metalate rearrangement. The scope of the reaction is evaluated as well as further transformations of the product.
摘要
本文介绍了一种实现吲哚硼酸酯1,2-金属迁移重排的方法，以此作为一种以高非对映选择性获得取代二氢吲哚的途径。该反应涉及生成一种铜亚丙二烯，其亲电性足以引发1,2-金属迁移重排。对该反应的适用范围以及产物的进一步转化进行了评估。
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