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Synthesis 2010(21): 3663-3669
DOI: 10.1055/s-0030-1258213
DOI: 10.1055/s-0030-1258213
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Yb(OTf)3-Promoted ZnCl2-Catalyzed Conia-Ene Reaction of Linear β-Alkynic β-Dicarbonyls
Weitere Informationen
Received
25 June 2010
Publikationsdatum:
13. August 2010 (online)
Publikationsverlauf
Publikationsdatum:
13. August 2010 (online)
![](https://www.thieme-connect.de/media/synthesis/201021/lookinside/thumbnails/10.1055-s-0030-1258213-1.jpg)
Abstract
An atom-economical and solvent-free ytterbium(III) triflate promoted, zinc(II) chloride catalyzed Conia-ene method has been developed for the construction of five- to six-membered-ring carbocycles. In the presence of zinc(II) chloride and ytterbium(III) triflate, a variety of linear β-alkynic β-keto esters and β-alkynic β-diketones were cyclized under neat conditions in moderate to good yields. It is noteworthy that the selectivity toward five- or six-membered-ring carbocycles depends on substituents at the terminal alkynes.
Key words
zinc(II) chloride - ytterbium(III) triflate - Conia-ene reaction - linear β-alkynic β-dicarbonyl - carbocycle
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