Suppr超能文献

手性半夹心配合物不对称氢化的实用方面和机理。

Practical aspects and mechanism of asymmetric hydrogenation with chiral half-sandwich complexes.

机构信息

Department of Organic Technology, Institute of Chemical Technology, Technická 5, CZ-166 28 Prague, Czech Republic.

出版信息

Molecules. 2013 Jun 10;18(6):6804-28. doi: 10.3390/molecules18066804.

Abstract

This review is oriented toward the asymmetric transfer hydrogenation (ATH) of imines regarding mostly fundamental, yet important topics from the practical point of view. Development of analytical methods for the monitoring of ATH (i.e., kinetics and stereoselectivity) belongs to those topics, as well as studies on the influence of reaction conditions and structural variations on the reaction performance. The second part is devoted to the reaction mechanism with the emphasis on imine ATH and catalyst behaviour under acidic conditions. The review also addresses the asymmetric hydrogenation (AH) of ketones and imines using molecular hydrogen and the application of ATH in pharmaceutical projects. The contributions of our group to each area are included.

摘要

这篇综述主要针对亚胺的不对称转移氢化(ATH),从基础但重要的角度探讨了这一主题,同时也涉及了从实用角度出发的分析方法的发展,例如ATH 的监测(即动力学和立体选择性)以及对反应条件和结构变化对反应性能影响的研究。第二部分致力于反应机制,重点讨论了在酸性条件下亚胺 ATH 和催化剂的行为。综述还涉及了酮和亚胺的不对称氢化(AH)使用分子氢以及 ATH 在药物项目中的应用。本综述中还包括了我们小组在各个领域的贡献。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83a2/6270592/f10d54eb0196/molecules-18-06804-g009.jpg

相似文献

1
Practical aspects and mechanism of asymmetric hydrogenation with chiral half-sandwich complexes.
Molecules. 2013 Jun 10;18(6):6804-28. doi: 10.3390/molecules18066804.
2
4
Asymmetric transfer hydrogenation of imines catalyzed by a polymer-immobilized chiral catalyst.
Org Biomol Chem. 2009 Jan 7;7(1):69-75. doi: 10.1039/b815407b. Epub 2008 Nov 6.
5
A versatile Ru catalyst for the asymmetric transfer hydrogenation of both aromatic and aliphatic sulfinylimines.
Chemistry. 2012 Feb 13;18(7):1969-83. doi: 10.1002/chem.201102426. Epub 2012 Jan 11.
8
Iron-, Cobalt-, and Nickel-Catalyzed Asymmetric Transfer Hydrogenation and Asymmetric Hydrogenation of Ketones.
Acc Chem Res. 2015 Sep 15;48(9):2587-98. doi: 10.1021/acs.accounts.5b00043. Epub 2015 Aug 24.
9
Vancomycin-Iridium (III) Interaction: An Unexplored Route for Enantioselective Imine Reduction.
Molecules. 2019 Jul 30;24(15):2771. doi: 10.3390/molecules24152771.

引用本文的文献

1
Stable Two-Legged Parent Piano-Stool and Mixed Diborabenzene-E (E=P, As) Sandwich Complexes of Group 8.
Angew Chem Int Ed Engl. 2022 Sep 5;61(36):e202206840. doi: 10.1002/anie.202206840. Epub 2022 Jul 27.
2
Does the Configuration at the Metal Matter in Noyori-Ikariya Type Asymmetric Transfer Hydrogenation Catalysts?
ACS Catal. 2021 Nov 5;11(21):13649-13659. doi: 10.1021/acscatal.1c03636. Epub 2021 Oct 26.
3
Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones.
Angew Chem Int Ed Engl. 2020 Aug 17;59(34):14265-14269. doi: 10.1002/anie.202004658. Epub 2020 Jul 1.
7
Easy To Synthesize, Robust Organo-osmium Asymmetric Transfer Hydrogenation Catalysts.
Chemistry. 2015 May 26;21(22):8043-6. doi: 10.1002/chem.201500534. Epub 2015 Apr 8.
8

本文引用的文献

1
CH/π Attraction: The Origin of Enantioselectivity in Transfer Hydrogenation of Aromatic Carbonyl Compounds Catalyzed by Chiral η -Arene-Ruthenium(II) Complexes.
Angew Chem Int Ed Engl. 2001 Aug 3;40(15):2818-2821. doi: 10.1002/1521-3773(20010803)40:15<2818::AID-ANIE2818>3.0.CO;2-Y.
6
pH-Independent transfer hydrogenation in water: catalytic, enantioselective reduction of β-keto esters.
Org Lett. 2012 Sep 7;14(17):4522-4. doi: 10.1021/ol301903c. Epub 2012 Aug 17.
7
A highly efficient and enantioselective access to tetrahydroisoquinoline alkaloids: asymmetric hydrogenation with an iridium catalyst.
Angew Chem Int Ed Engl. 2011 Nov 4;50(45):10679-81. doi: 10.1002/anie.201104476. Epub 2011 Sep 20.
8
Oxo-tethered ruthenium(II) complex as a bifunctional catalyst for asymmetric transfer hydrogenation and H2 hydrogenation.
J Am Chem Soc. 2011 Sep 28;133(38):14960-3. doi: 10.1021/ja207283t. Epub 2011 Aug 31.
9
Highly effective asymmetric hydrogenation of cyclic N-alkyl imines with chiral cationic Ru-MsDPEN catalysts.
Org Lett. 2011 Aug 19;13(16):4348-51. doi: 10.1021/ol201679f. Epub 2011 Jul 18.

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验