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β-酮硫醚的无硫醇化学酶法合成

Thiol-free chemoenzymatic synthesis of β-ketosulfides.

作者信息

Heredia Adrián A, López-Vidal Martín G, Kurina-Sanz Marcela, Bisogno Fabricio R, Peñéñory Alicia B

机构信息

INFIQC-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba. Ciudad Universitaria, Córdoba, X5000HUA, Argentina.

INTEQUI-CONICET, Área de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, UNSL. Chacabuco y Pedernera, San Luis, 5700, Argentina.

出版信息

Beilstein J Org Chem. 2019 Feb 11;15:378-387. doi: 10.3762/bjoc.15.34. eCollection 2019.

DOI:10.3762/bjoc.15.34
PMID:30873224
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6404416/
Abstract

A preparation of β-ketosulfides avoiding the use of thiols is described. The combination of a multicomponent reaction and a lipase-catalysed hydrolysis has been developed in order to obtain high chemical diversity employing a single sulfur donor. This methodology for the selective synthesis of a set of β-ketosulfides is performed under mild conditions and can be set up in one-pot two-step and on a gram-scale.

摘要

本文描述了一种避免使用硫醇的β-酮硫醚制备方法。为了利用单一硫供体获得高化学多样性,开发了多组分反应和脂肪酶催化水解相结合的方法。这种选择性合成一组β-酮硫醚的方法是在温和条件下进行的,并且可以通过一锅两步法在克级规模上进行。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/a53d91617fe4/Beilstein_J_Org_Chem-15-378-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/de6766233e62/Beilstein_J_Org_Chem-15-378-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/55b3f3f23fdd/Beilstein_J_Org_Chem-15-378-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/cf4f861f100c/Beilstein_J_Org_Chem-15-378-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/1d31f3ee9c18/Beilstein_J_Org_Chem-15-378-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/a34a8c5ea75d/Beilstein_J_Org_Chem-15-378-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/a53d91617fe4/Beilstein_J_Org_Chem-15-378-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/de6766233e62/Beilstein_J_Org_Chem-15-378-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/55b3f3f23fdd/Beilstein_J_Org_Chem-15-378-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/cf4f861f100c/Beilstein_J_Org_Chem-15-378-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/1d31f3ee9c18/Beilstein_J_Org_Chem-15-378-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/a34a8c5ea75d/Beilstein_J_Org_Chem-15-378-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/78bf/6404416/a53d91617fe4/Beilstein_J_Org_Chem-15-378-g007.jpg

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