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Title: | Activation of glycosyl methylpropiolates by TfOH |
Authors: | WALKE, GULAB KASDEKAR, NITESHLAL Pati, Soumyaranjan Taillefer, Marc Jaroschik, Florian HOTHA, SRINIVAS Dept. of Chemistry |
Keywords: | Glycosidation Glycosy donor Disaccharide Azido glycosides Synthesis 2024 2024-AUG-WEEK2 TOC-AUG-2024 |
Issue Date: | May-2024 |
Publisher: | Elsevier B.V. |
Citation: | Carbohydrate Research, 539, 109106. |
Abstract: | Activation of glycosyl methylpropiolates by TfOH was investigated. Armed and superarmed glycosyl donors can be activated by use of 0.2 equivalent TfOH whereas 1.0 equivalent of TfOH was required for the activation of the disarmed glycosyl donors. All the glycosidations gave very good yields. The method is suitable for synthesis of glycosides and disaccharides and it may result in the hydrolysis of the interglycosidic bond if the sugar at the non-reducing end is armed or superarmed. These problems are not seen when gold-catalyzed activation procedures are invoked for the activation of glycosyl alkynoates. |
URI: | https://doi.org/10.1016/j.carres.2024.109106 http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/9050 |
ISSN: | 0008-6215 1873-426X |
Appears in Collections: | JOURNAL ARTICLES |
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