An Efficient Synthetic Methodology for the Preparation of Glycosyl β‐diketones

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Ivan A. Barri , Macarena S. Le Pors , Prof. Dr. Pedro A. Colinas
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引用次数: 0

Abstract

In this study, we present a synthetic methodology for preparing glycosyl β‐diketones from the corresponding allyl ethers. The process involves three steps: nitrile oxide cycloadditions, reduction of the glycosyl isoxazolines, and oxidation of β‐hydroxyketones. This route is suitable for acid‐ and base‐sensitive protecting groups, and the reactions were conducted with retention of the anomeric configuration. The resulting glycosyl β‐diketones were then utilized in the synthesis of the corresponding pyrazoles.

Abstract Image

一种制备糖基β-二酮的高效合成方法
在这项研究中,我们提出了一种由相应的烯丙基醚制备糖基β-二酮的合成方法。该过程包括三个步骤:氧化腈环加成、糖基异恶唑啉的还原和β-羟基酮的氧化。该方法适用于对酸和碱敏感的保护基团,并且反应的端粒构型保持不变。得到的糖基β-二酮被用于合成相应的吡唑。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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