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氮丙啶环开环作为区域和立体选择性构建 - 糖苷基-乙硫基衍生物的方法。

Aziridine Ring Opening as Regio- and Stereoselective Access to -Glycosyl-Aminoethyl Sulfide Derivatives.

机构信息

Department of Organic and Applied Chemistry, University of Łódź, 91-403 Łódź, Poland.

出版信息

Molecules. 2022 Mar 8;27(6):1764. doi: 10.3390/molecules27061764.

DOI:10.3390/molecules27061764
PMID:35335129
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8952378/
Abstract

A short synthetic route to stereoselective access to -glycosyl-aminoethyl sulfide derivatives has been developed through the reaction of tributhyltin derivatives of glycals with aziridinecarboaldehyde and the regioselective ring opening of a chiral aziridine with thiophenol. The absolute configurations of the resulting diastereoisomers were determined by 1H NMR spectroscopy.

摘要

通过三丁基锡衍生物与氮丙啶甲醛的反应以及手性氮丙啶与苯硫酚的区域选择性开环,开发了一种短的立体选择性途径来获得β-糖苷基-乙硫基衍生物。通过 1H NMR 光谱确定了所得非对映异构体的绝对构型。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/2d3da29ddc9d/molecules-27-01764-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/7fb581363500/molecules-27-01764-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/c54bc6f35f14/molecules-27-01764-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/2d3da29ddc9d/molecules-27-01764-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/7fb581363500/molecules-27-01764-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/c54bc6f35f14/molecules-27-01764-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/20f3/8952378/2d3da29ddc9d/molecules-27-01764-g002.jpg

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