Total Syntheses of Resin Glycosides Murucoidins IV and V
| Autor: | Xiong Xiao, Shuxin Zhang, Jiuchang Sun, Qian Wan, Jing Fang, Zimin Lu, Lingkui Meng, Jing Zeng |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Glycosylation Magnetic Resonance Spectroscopy Molecular Structure Stereochemistry Pummerer rearrangement Organic Chemistry Glycoside Nuclear magnetic resonance spectroscopy Biochemistry Morning-glory family carbohydrates (lipids) chemistry.chemical_compound chemistry Molecule lipids (amino acids peptides and proteins) Glycosides Physical and Theoretical Chemistry Resins Plant |
| Zdroj: | Organic letters. 21(16) |
| ISSN: | 1523-7052 |
| Popis: | Murucoidins IV and V, two bioactive resin glycosides with complex yet similar structures isolated from the morning glory family, were synthesized in a convergent manner. All of the glycosylations in these syntheses including the key [3 + 2] coupling were achieved by our recently developed interrupted Pummerer reaction mediated (IPRm) glycosylations. The broad functional group compatibility of IPRm glycosylation allowed us to employ a latent-active concept and a single-pot transient protection-glycosylation-deprotection strategy which significantly improved the global synthetic efficiency. |
| Databáze: | OpenAIRE |
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