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通过 BINOLs 的氧化去芳构化实现 C-O 偶联/[4+2]环加成串联反应:桥连多环化合物的获得。

C-O Coupling/[4+2] Cycloaddition Tandem Reactions via Oxidative Dearomatization of BINOLs: Access to Bridged Polycyclic Compounds.

机构信息

College of Chemistry and Material Science, Sichuan Normal University, Chengdu, Sichuan 610066, China.

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

出版信息

J Org Chem. 2023 Mar 17;88(6):3916-3926. doi: 10.1021/acs.joc.2c02817. Epub 2023 Feb 27.

Abstract

Intramolecular C-H activation/C-O coupling, dearomatization, and [4+2] cycloaddition of BINOL units have been well developed in a one-pot approach with maleimide derivatives as the dienophiles. This tandem catalytic system generates a variety of functionalized bridged polycyclic products in a step-economical manner, which greatly enriches the modification methods and strategies for the BINOL skeletons.

摘要

BINOL 单元的分子内 C-H 活化/C-O 偶联、去芳构化和 [4+2] 环加成已在一锅法中得到很好的发展,其中马来酰亚胺衍生物作为双烯体。这种串联催化体系以经济有效的方式生成各种功能化桥连多环产物,极大地丰富了 BINOL 骨架的修饰方法和策略。

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