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钯催化的 Ugi 后芳构化/Michael 加成级联反应合成普洛加胺类似物。

Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues.

机构信息

Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven Celestijnenlaan 200F, 3001, Leuven, Belgium.

Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, Jiangsu, China.

出版信息

Org Biomol Chem. 2021 Nov 18;19(44):9752-9757. doi: 10.1039/d1ob01805a.

Abstract

A palladium-catalyzed intramolecular cyclization of Ugi-adducts a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the combination of an Ugi-4CR and a palladium-catalyzed dearomatization. The synthetic utility of this approach is illustrated by further functional group transformations.

摘要

钯催化的 Ugi 加合物的分子内环化反应——级联去芳构化/氮杂-Michael 加成过程已经被开发出来。通过 Ugi-4CR 和钯催化的去芳构化反应的结合,以快速、高效和经济的方式构建了多种普卡灵类似物。该方法的合成实用性通过进一步的官能团转化得到了说明。

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