1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donors
| Autor: | Zhenqian Zhu, Bo Meng, David C. Baker |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
chemistry.chemical_classification
Flow injection analysis Spectrometry Mass Electrospray Ionization Glycosylation Organic Chemistry Glycoside Stereoisomerism Nuclear magnetic resonance spectroscopy Biochemistry High-Throughput Screening Assays chemistry.chemical_compound chemistry Thioglycosides Yield (chemistry) Alcohols Flow Injection Analysis Organic chemistry lipids (amino acids peptides and proteins) Glycosides Physical and Theoretical Chemistry Selectivity Alkyl |
| Zdroj: | Organicbiomolecular chemistry. 12(28) |
| ISSN: | 1477-0539 |
| Popis: | A 1,2-cis-alkyl glycosidation protocol that makes use of unprotected phenyl 1-thioglycosyl donors is reported. Glycosylation of various functionalized alcohols was accomplished in moderate to high yield and selectivity to give the 1,2-cis-glycosides. In order to quickly develop optimum glycosylation conditions, an FIA (flow injection analysis)–ESI-TOF-MS method was developed that enabled rapid and quantitative evaluation of yield on small scale. This methodology, coupled with NMR spectroscopy, allowed for rapid evaluation of the overall reactions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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