Diastereoselective Synthesis of Spiropyrazolones via 1,3-Dipolar [3+2] Cycloadditions between Pyrazolone-Based Olefins and N,N′-Cyclic Azomethine Imines
| Autor: | Xiao-Fan Bi, Xiao-Zu Fan, Hong-Wu Zhao, Heng Zhang, Lu-Yu Cai, Zhe Tang, Hui-Hui Wu |
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| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Synlett. 32:1201-1206 |
| ISSN: | 1437-2096 0936-5214 |
| Popis: | Under the catalysis of PhCO2H, the 1,3-dipolar [3+2] cycloaddition between pyrazolone-based olefins and N,N′-cyclic azomethine imines proceeded readily, thus delivering structurally novel spiropyrazolones with up to 98% yield and >20:1 dr. The relative stereochemical configuration of the obtained spiropyrazolones was unambiguously assigned by X-ray single-crystal structure analysis. The diastereoselective formation of the title spiropyrazolones was interpreted by the hypothesized reaction mechanism. |
| Databáze: | OpenAIRE |
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