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帕瑟里尼反应的100个方面。

The 100 facets of the Passerini reaction.

作者信息

Banfi Luca, Basso Andrea, Lambruschini Chiara, Moni Lisa, Riva Renata

机构信息

Department of Chemistry and Industrial Chemistry, University of Genova Via Dodecaneso 31 16146 Genova Italy

出版信息

Chem Sci. 2021 Sep 30;12(47):15445-15472. doi: 10.1039/d1sc03810a. eCollection 2021 Dec 8.

DOI:10.1039/d1sc03810a
PMID:35003575
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8654045/
Abstract

This perspective aims at celebrating the 100th anniversary of the discovery of the Passerini three component reaction. After being nearly neglected for many years, now this reaction has become quite popular, thanks to the achievements of the last 30 years, which have revealed several chances of exploitation in organic synthesis. Though not being comprehensive, this review means to show the various ways that have been used in order to expand the utility of the Passerini reaction. Post-MCR transformations to give heterocycles or peptidomimetics, variants through single component replacement, stereochemical issues, and applications in total syntheses will be especially covered.

摘要

本文旨在纪念帕瑟里尼三组分反应发现100周年。在被忽视多年之后，由于过去30年的研究成果揭示了该反应在有机合成中的多种应用机会，现在它已变得相当流行。尽管并不全面，但本综述旨在展示为拓展帕瑟里尼反应的应用所采用的各种方法。将特别涵盖用于构建杂环或拟肽的MCR后转化反应、通过单一组分替换的变体、立体化学问题以及在全合成中的应用。

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8
Odorless Isocyanide Chemistry: One-Pot Synthesis of Heterocycles via the Passerini and Postmodification Tandem Reaction Based on the in Situ Capture of Isocyanides.无臭异腈化学：基于异腈原位捕获，通过Passerini反应和后修饰串联反应一锅法合成杂环化合物
J Org Chem. 2019 Feb 15;84(4):2366-2371. doi: 10.1021/acs.joc.8b03242. Epub 2019 Feb 5.
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Synthesis of Glycomimetics by Diastereoselective Passerini Reaction.通过非对映选择性 Passerini 反应合成糖模拟物。
J Org Chem. 2018 Nov 2;83(21):13146-13156. doi: 10.1021/acs.joc.8b01874. Epub 2018 Oct 24.
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Asymmetric phosphoric acid-catalyzed four-component Ugi reaction.不对称磷酸催化的四组分 Ugi 反应。
Science. 2018 Sep 14;361(6407). doi: 10.1126/science.aas8707.