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三氟甲磺酸介导的硫代糖苷合成。

Triflic acid-mediated synthesis of thioglycosides.

机构信息

Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.

出版信息

Org Biomol Chem. 2019 Sep 28;17(36):8379-8383. doi: 10.1039/c9ob01610d. Epub 2019 Sep 6.

DOI:10.1039/c9ob01610d
PMID:31490529
Abstract

An efficient synthesis of thioglycosides from per-acetates in the presence of triflic acid is described. The developed protocol features high reaction rates and product yields. Some reactive sugar series give high efficiency in the presence of sub-stoichiometric trifluoromethanesulfonic acid (TfOH) in contrast to other known protocols that require multiple equivalents of Lewis acids to reach high conversion rates.

摘要

本文描述了在三氟甲磺酸存在下,通过对乙酰基保护的糖合成硫代糖苷的有效方法。该方法具有反应速率快、产率高的特点。与其他需要多当量路易斯酸才能达到高转化率的已知方法相比,某些反应性糖系列在使用亚化学计量的三氟甲磺酸(TfOH)时效率很高。

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