Au(i)-catalyzed synthesis of 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclizationElectronic supplementary information (ESI) available: Experimental procedures, product characterization, X-ray data and copies of NMR spectra. CCDC 1057787-1057790. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc02847g

A sustainable and simple Au I catalytic system to synthesise 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclization is described. The key advantages of this reaction are selectivity, good functional group tolerance and a new approach for s...

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Hauptverfasser: Vandavasi, Jaya Kishore, Hu, Wan-Ping, Boominathan, Siva Senthil Kumar, Guo, Bing-Chun, Hsiao, Cheng-Tien, Wang, Jeh-Jeng
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Sprache:eng
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Zusammenfassung:A sustainable and simple Au I catalytic system to synthesise 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclization is described. The key advantages of this reaction are selectivity, good functional group tolerance and a new approach for synthesis of oxabicyclic and oxatricyclic systems. An Au I catalytic system to synthesise 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclization.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc02847g