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N-(苯硫基)-ε-己内酰胺:一种用于激活硫代糖苷的新型促进剂。

N-(phenylthio)-epsilon-caprolactam: a new promoter for the activation of thioglycosides.

作者信息

Durón Sergio G, Polat Tülay, Wong Chi-Huey

机构信息

Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Org Lett. 2004 Mar 4;6(5):839-41. doi: 10.1021/ol0400084.

Abstract

N-(phenylthio)-epsilon-caprolactam (1) has been applied as a new promoter for the activation of thioglycosides. This proceeds by the reaction of 1 with trifluoromethansulfonic anhydride, which subsequently activates the thioglycoside for glycosidic bond formation. Notably, the reaction proceeds efficiently at room temperature and is adaptable to our reactivity-based one-pot oligosaccharide synthesis. [reaction: see text]

摘要

N-(苯硫基)-ε-己内酰胺(1)已被用作一种新型的硫代糖苷活化促进剂。其作用过程是1与三氟甲磺酸酐反应,随后使硫代糖苷活化以形成糖苷键。值得注意的是,该反应在室温下能高效进行,并且适用于我们基于反应活性的一锅法寡糖合成。[反应:见正文]

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