Asymmetric Synthesis of Rupestonic Acid and Pechueloic Acid
| Autor: | Chang-Mei Si, Xian-Yi Sha, Zheng-Yi Gu, Pan Han, Bang-Guo Wei, Zhu Zhou, Guo-Qiang Lin |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Organic Chemistry Saponin Enantioselective synthesis Glycoside 010402 general chemistry Metathesis 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences chemistry Physical and Theoretical Chemistry Rupestonic acid Lactone |
| Zdroj: | Organic letters. 19(24) |
| ISSN: | 1523-7052 |
| Popis: | In this report, the originally proposed rupestonic acid (5) and pechueloic acid (3) were efficiently synthesized. The chiral lactone 13, recycled from the degradation of saponin glycosides, was utilized to prepare the key chiral fragment 11. During the exploration of this convergent assembly strategy, the ring-closing metathesis (RCM), SmI2-prompted intermolecular addition, and [2,3]-Wittig rearrangement proved to be effective transformations for the synthesis of subunits. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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