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手性希夫碱镍(II)配合物在不对称合成手性氨基酸中的应用:近期文献综述。

Asymmetric Synthesis of Tailor-Made Amino Acids Using Chiral Ni(II) Complexes of Schiff Bases. An Update of the Recent Literature.

机构信息

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

Institute of Pharmacy, Yerevan State University, 1 Alex Manoogian Str., Yerevan 0025, Armenia.

出版信息

Molecules. 2020 Jun 12;25(12):2739. doi: 10.3390/molecules25122739.

DOI:10.3390/molecules25122739
PMID:32545684
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7356839/
Abstract

Tailor-made amino acids are indispensable structural components of modern medicinal chemistry and drug design. Consequently, stereo-controlled preparation of amino acids is the area of high research activity. Over last decade, application of Ni(II) complexes of Schiff bases derived from glycine and chiral tridentate ligands has emerged as a leading methodology for the synthesis of various structural types of amino acids. This review article summarizes examples of asymmetric synthesis of tailor-made α-amino acids via the corresponding Ni(II) complexes, reported in the literature over the last four years. A general overview of this methodology is provided, with the emphasis given to practicality, scalability, cost-structure and recyclability of the chiral tridentate ligands.

摘要

定制氨基酸是现代医学化学和药物设计不可或缺的结构组成部分。因此,立体控制氨基酸的制备是一个高度活跃的研究领域。在过去的十年中,源自甘氨酸和手性三齿配体的席夫碱的 Ni(II)配合物的应用已经成为合成各种结构类型氨基酸的主要方法。本文综述了过去四年文献中报道的通过相应的 Ni(II)配合物不对称合成定制的α-氨基酸的实例。提供了对该方法的概述,重点是手性三齿配体的实用性、可扩展性、成本结构和可回收性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/2dd722cbf9c5/molecules-25-02739-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/161e8374ce8e/molecules-25-02739-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/501fe4626a0a/molecules-25-02739-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/38c65b4faa66/molecules-25-02739-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/2dd722cbf9c5/molecules-25-02739-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/161e8374ce8e/molecules-25-02739-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/501fe4626a0a/molecules-25-02739-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/38c65b4faa66/molecules-25-02739-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e02/7356839/2dd722cbf9c5/molecules-25-02739-sch005.jpg

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本文引用的文献

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Nickel-catalyzed carbodifunctionalization of N-vinylamides enables access to γ-amino acids.
通过手性镍(II)配合物实现芳香族和γ-支链氨基酸氟化衍生物的不对称合成。
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Trapoxin A Analogue as a Selective Nanomolar Inhibitor of HDAC11.Trapoxin A 类似物作为选择性纳摩尔级别的 HDAC11 抑制剂。
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