Autor: |
Xue-Jiao Lv, Yan-Kai Liu, Wei-Wei Zhao, Sheng-Biao Wan, Ying-Han Chen |
Rok vydání: |
2019 |
Předmět: |
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Zdroj: |
Organic Chemistry Frontiers. 6:1972-1976 |
ISSN: |
2052-4129 |
DOI: |
10.1039/c9qo00366e |
Popis: |
The [3 + 3]-cycloaddition reaction of chroman-2-ols with β,γ-unsaturated α-ketoesters via an enamine-catalyzed sequential process is reported. The protocol provides efficient access to polycyclic hemiketal-containing compounds, which could be converted into both enantiomers of cis- and trans-fused pyrano[2,3-b]chromene derivatives with excellent stereoselectivity by different dehydration reaction pathways. The catalytic system could be recycled on a larger scale eight times without significantly affecting the yield and stereoselectivity. The possibilities for further structural diversification are demonstrated by various transformations. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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