Ni(II)-Catalyzed Conia-Ene Reaction of 1,3-Dicarbonyl Compounds with Alkynes

Ni(II)-Catalyzed Conia-Ene Reaction of 1,3-Dicarbonyl Compounds with Alkynes

We have discovered a Ni(II)-catalyzed Conia-ene reaction of 1,3-dicarbonyl compounds with alkynes. In the presence of Ni(acac)2 and Yb(OTf)3, various acetylenic 1,3-dicarbonyl compounds underwent Conia-ene reaction to give mono- and bicyclic olefinic cyclopentanes. A mechanism involving the enol−yne...

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Veröffentlicht in:Organic letters 2005-05, Vol.7 (11), p.2185-2188
Hauptverfasser: Gao, Qiang, Zheng, Bao-Fu, Li, Jin-Heng, Yang, Dan
Format: Artikel
Sprache:eng
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Zusammenfassung:We have discovered a Ni(II)-catalyzed Conia-ene reaction of 1,3-dicarbonyl compounds with alkynes. In the presence of Ni(acac)2 and Yb(OTf)3, various acetylenic 1,3-dicarbonyl compounds underwent Conia-ene reaction to give mono- and bicyclic olefinic cyclopentanes. A mechanism involving the enol−yne−Ni complex formation is proposed and supported by deuterium-labeling experiments.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol050532q