STUDY OF THE ASYMMETRIC ORGANOCATALYZED [3+2] ANNULATION OF CYCLOPROPENONE AND β-KETO ESTER

Authors

  • Kärt Reitel Tallinn University of Technology
  • Kadri Kriis Tallinn University of Technology
  • Ivar Järving Tallinn University of Technology
  • Tonis Kanger Tallinn University of Technology

DOI:

https://doi.org/10.1007/4744

Keywords:

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

Abstract

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.

 

Author Biographies

Kärt Reitel, Tallinn University of Technology

Department of Chemistry and Biotechnology

Kadri Kriis, Tallinn University of Technology

Department of Chemistry and Biotechnolgy

Ivar Järving, Tallinn University of Technology

Department of Chemistry and Biotechnology

Tonis Kanger, Tallinn University of Technology

Department of Chemistry and Biotechnolgy

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Published

2018-11-12

Issue

Vol. 54 No. 10 (2018)

Section

Original Papers