Investigation of the H-bond-mediated aglycone delivery reaction in application to the synthesis of β-glucosides
| Autor: | Alexei V. Demchenko, Michael P. Mannino, Jagodige P. Yasomanee |
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| Rok vydání: | 2018 |
| Předmět: |
Steric effects
Glycosylation 010405 organic chemistry Stereochemistry Hydrogen bond Organic Chemistry Substituent Hydrogen Bonding Stereoisomerism General Medicine Carbohydrate 010402 general chemistry 01 natural sciences Biochemistry Article 0104 chemical sciences Analytical Chemistry chemistry.chemical_compound Aglycone chemistry Glucoside Glucosides Carbohydrate Conformation Stereoselectivity |
| Zdroj: | Carbohydrate research. 470 |
| ISSN: | 1873-426X |
| Popis: | In an attempt to refine the H-bond-mediated Aglycone Delivery (HAD) glycosylation reaction reported herein is the synthesis of β-glucosides using an ethylthio glucoside donor equipped with the remote 6-O-picoloyl substituent. Upon examining various aliphatic, aromatic, and carbohydrate acceptors, it was determined that both electronic and steric factors may greatly affect the stereoselectivity of the HAD reaction with this donor. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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