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

Kärt Reitel, Kadri Kriis, Ivar Järving, Tonis Kanger
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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.

 


Keywords


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

Full Text: PDF Supplementary File(s): Supporting information (795KB)


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv