Catalytic enantioselective synthesis of chiral spirocyclic 1,3-diketones organo-cation catalysis

An SPA-triazolium bromide-catalyzed transannular C -acylation of enol lactones is presented. This methodology provides convenient access to a range of enantioenriched spirocyclic 1,3-diketones in moderate to high yields and enantioselectivities and features a broad substrate scope in terms of enol l...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2021-10, Vol.57 (85), p.11233-11235
Hauptverfasser: Zhang, Xiao-Yan, Shao, Ya-Ping, Guo, Bao-Kuan, Zhang, Kun, Zhang, Fu-Min, Zhang, Xiao-Ming, Tu, Yong-Qiang
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Zusammenfassung:An SPA-triazolium bromide-catalyzed transannular C -acylation of enol lactones is presented. This methodology provides convenient access to a range of enantioenriched spirocyclic 1,3-diketones in moderate to high yields and enantioselectivities and features a broad substrate scope in terms of enol lactones. The catalytic capability of this triazolium salt catalyst is also demonstrated in this enantioselective transformation, which could inspire its further application. Herein, an SPA-triazolium bromide catalyzed asymmetric transannular C -acylation of enol lactones is described, providing a novel approach to access chiral spirocyclic 1,3-diketones.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc05205e