Diethylaminosulfur Trifluoride (DAST) Mediated Transformations Leading to Valuable Building Blocks and Bioactive Compounds,European Journal of Organic Chemistry

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Diethylaminosulfur Trifluoride (DAST) Mediated Transformations Leading to Valuable Building Blocks and Bioactive Compounds
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2021-09-14 , DOI: 10.1002/ejoc.202101027
Monika Bilska-Markowska ₁ , Marcin Kaźmierczak ₂

Affiliation

This Minireview provides an overview of methods employing DAST to obtain valuable building blocks and compounds having pharmacological features. Fluorination of β-amino alcohols, proceeding through opening of an aziridinium ion, leading to rearranged products was described in detail. In addition, the intramolecular cyclization induced by DAST resulting in unprecedent heterocyclic compounds was presented. The description of neighboring group participation and debenzylative cycloetherification in the synthesis of sugars derivatives will probably be of interest to scientists dealing with carbohydrate chemistry.

中文翻译：

二乙氨基三氟化硫 (DAST) 介导的转化导致有价值的构建块和生物活性化合物

该 Minireview 概述了使用 DAST 获得具有药理学特征的有价值的构建块和化合物的方法。详细描述了β-氨基醇的氟化，通过打开氮丙啶离子，导致重排产物。此外，还介绍了由 DAST 诱导的分子内环化，产生了前所未有的杂环化合物。糖衍生物合成中相邻基团参与和脱苄基环醚化的描述可能会引起研究碳水化合物化学的科学家的兴趣。

更新日期：2021-11-05

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