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不对称铁催化的最新进展。

Recent Advances in Asymmetric Iron Catalysis.

机构信息

Laboratoire des Systèmes Complexes en Synthèse et Catalyse, Institut de Science et d'Ingénierie Supramoléculaires, Université de Strasbourg &CNRS, 8 Allèe Gaspard Monge, BP 70028, F-67083 Strasbourg, France.

Laboratoire de Chemie Moléculaire (UMR CNRS 7509), Université de Strasbourg, ECPM 25 Rue Becquerel, 67087 Strasbourg, France.

出版信息

Molecules. 2020 Aug 26;25(17):3889. doi: 10.3390/molecules25173889.

DOI:10.3390/molecules25173889
PMID:32858925
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7503417/
Abstract

Asymmetric transition-metal catalysis represents a fascinating challenge in the field of organic chemistry research. Since seminal advances in the late 60s, which were finally recognized by the Nobel Prize to Noyori, Sharpless and Knowles in 2001, the scientific community explored several approaches to emulate nature in producing chiral organic molecules. In a scenario that has been for a long time dominated by the use of late-transition metals (TM) catalysts, the use of 3d-TMs and particularly iron has found, recently, a widespread application. Indeed, the low toxicity and the earth-abundancy of iron, along with its chemical versatility, allowed for the development of unprecedented and more sustainable catalytic transformations. While several competent reviews tried to provide a complete picture of the astounding advances achieved in this area, within this review we aimed to survey the latest achievements and new concepts brought in the field of enantioselective iron-catalyzed transformations.

摘要

不对称过渡金属催化在有机化学研究领域是一个引人入胜的挑战。自 20 世纪 60 年代末的开创性进展以来,最终在 2001 年由野依良治、夏普勒斯和诺尔斯获得诺贝尔奖认可,科学界探索了几种方法来模拟自然界生产手性有机分子。在很长一段时间内,该领域一直以使用后过渡金属(TM)催化剂为主导,最近,3d-TM 特别是铁的应用得到了广泛的应用。事实上,铁的低毒性、地球丰度以及其化学多功能性,使得开发出前所未有的、更可持续的催化转化成为可能。虽然有几篇有竞争力的综述试图全面描述在这一领域取得的惊人进展,但在这篇综述中,我们旨在调查在手性铁催化转化领域取得的最新成就和新概念。

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2
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J Am Chem Soc. 2020 Jun 10;142(23):10279-10283. doi: 10.1021/jacs.0c03428. Epub 2020 May 29.
3
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4
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Nat Commun. 2024 Apr 25;15(1):3503. doi: 10.1038/s41467-024-47589-7.
5
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ACS Catal. 2023 Jun 22;13(13):8987-8996. doi: 10.1021/acscatal.3c02008. eCollection 2023 Jul 7.
6
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