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不对称Biginelli反应中具有立体选择性诱导的多种方法。

Diverse Methods with Stereoselective Induction in the Asymmetric Biginelli Reaction.

作者信息

Díaz-Fernández Marcos, Algarra Manuel, Calvo-Losada Saturnino, Quirante José-Joaquín, Sarabia Francisco, Pino-González María-Soledad

机构信息

Department of Organic Chemistry, Faculty of Sciences, University of Málaga, 29071 Málaga, Spain.

Department of Physical Chemistry, Faculty of Sciences, University of Málaga, 29071 Málaga, Spain.

出版信息

Molecules. 2024 Aug 15;29(16):3864. doi: 10.3390/molecules29163864.

DOI:10.3390/molecules29163864
PMID:39202943
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11357475/
Abstract

The relevance of the asymmetric Biginelli reaction (ABR) has been increased in this century, due to the pharmacological application of its products. This review focuses predominantly on articles published in the period from 2015 to 2024 on asymmetric synthetic advances in the formation of dihydropyrimidinones (DHPMs), dihydropyrimidinethiones (DHPMTs), and related compounds. The relevant bibliography on general processes in the Biginelli reaction and some methods of separation of isomers have also been referenced.

摘要

由于其产物的药理学应用，不对称的Biginelli反应（ABR）在本世纪的相关性有所增加。本综述主要关注2015年至2024年期间发表的关于二氢嘧啶酮（DHPMs）、二氢嘧啶硫酮（DHPMTs）及相关化合物形成的不对称合成进展的文章。还参考了关于Biginelli反应一般过程的相关文献以及一些异构体分离方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/0ec79f9e2157/molecules-29-03864-sch026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/3342360cd99e/molecules-29-03864-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/f69868a36901/molecules-29-03864-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/c7d163251567/molecules-29-03864-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/3a8b2e30cb23/molecules-29-03864-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/961bc216cebf/molecules-29-03864-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/8223223580d4/molecules-29-03864-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/f599c1072e53/molecules-29-03864-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/0ec79f9e2157/molecules-29-03864-sch026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/3342360cd99e/molecules-29-03864-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/f69868a36901/molecules-29-03864-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/c7d163251567/molecules-29-03864-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/3a8b2e30cb23/molecules-29-03864-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/961bc216cebf/molecules-29-03864-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/8223223580d4/molecules-29-03864-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/f599c1072e53/molecules-29-03864-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27e3/11357475/0ec79f9e2157/molecules-29-03864-sch026.jpg

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Molecules. 2024 Mar 15;29(6):1305. doi: 10.3390/molecules29061305.
2
Precision in stereochemistry: the integral role of catalytic asymmetric Biginelli reaction in crafting enantiomerically pure dihydropyrimidinones.立体化学中的精准性：催化不对称Biginelli反应在制备对映体纯二氢嘧啶酮中的不可或缺作用。
Mol Divers. 2024 Dec;28(6):4441-4466. doi: 10.1007/s11030-024-10827-7. Epub 2024 Mar 27.
3
A green bio-organic catalyst (taurine) promoted one-pot synthesis of (/)-2-thioxo-3,4-dihydropyrimidine(TDHPM)-5-carboxanilides: chiral investigations using circular dichroism and validation by computational approaches.
一种绿色生物有机催化剂（牛磺酸）促进一锅法合成（/）-2-硫代-3,4-二氢嘧啶（TDHPM）-5-羧基苯胺：使用圆二色性进行手性研究并通过计算方法进行验证。
RSC Adv. 2024 Mar 19;14(13):9300-9313. doi: 10.1039/d4ra01391c. eCollection 2024 Mar 14.
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Investigating the efficacy of green solvents and solvent-free conditions in hydrogen-bonding mediated organocatalyzed model reactions.研究绿色溶剂和无溶剂条件在氢键介导的有机催化模型反应中的功效。
RSC Adv. 2024 Mar 7;14(12):7992-7998. doi: 10.1039/d4ra00679h. eCollection 2024 Mar 6.
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DFT stimulation and experimental insights of chiral Cu(II)-salen scaffold within the pocket of MWW-zeolite and its catalytic study.DFT 激发与手性 Cu(II)-salen 骨架在 MWW-沸石口袋内的实验洞察及其催化研究。
Phys Chem Chem Phys. 2023 May 24;25(20):14374-14386. doi: 10.1039/d3cp00857f.
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