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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 10, pp 929–933 | Cite as

Study of the asymmetric organocatalyzed [3+2] annulation of cyclopropenone and β-keto ester

  • Kärt Reitel
  • Kadri Kriis
  • Ivar Järving
  • Tõnis KangerEmail author
Article
  • 56 Downloads

Various asymmetric organocatalytic approaches for the [3+2] annulation of 1,2-diphenylcyclopropen-3-one and ethyl 3-oxo-3-phenylpropanoate have been investigated, resulting in the formation of ethyl 2-(5-oxo-2,3,4-triphenyl-2,5-dihydrofuran-2-yl)acetate in moderate yield and low enantiomeric purity.

Keywords

chiral ammonium salt cyclopropenone asymmetric reaction organocatalyzed [3+2] annulation phase-transfer catalysis 

Notes

The authors thank the Estonian Ministry of Education and Research (Grant Nos. IUT 19-32, IUT 19-9, and PUT1468) and the Centre of Excellence in Molecular Cell Engineering 2014-2020.4.01.15-0013 for financial support.

Supplementary material

10593_2018_2372_MOESM1_ESM.pdf (796 kb)
ESM 1 (PDF 795 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Kärt Reitel
    • 1
  • Kadri Kriis
    • 1
  • Ivar Järving
    • 1
  • Tõnis Kanger
    • 1
    Email author
  1. 1.Tallinn University of TechnologyTallinnEstonia

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