Min Shao

The Reaction of Electron-Deficient Cyclopropane Derivatives with Aromatic Amines

Abstract N-Aryl-trans,trans-α-carboxyl-β-benzoyl-γ-aryl-γ-butyrolactams were synthesized in high yields with high stereoselectivity by the reaction of electron-deficient cyclopropane derivatives, cis-1-benzoyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2 5]-4,8-octadiones, with aromatic amines. The reaction mechanism was proposed.

Stereoselective Synthesis of trans‐2‐Thien‐α‐oyl‐3‐ [(un)substituted phenyl]‐4‐acetyl‐5‐methyl‐2,3‐dihydrofurans

Trans-2-thien-alpha-oyl-3-[(un)substituted phenyl]-4-acetyl-5-methyl-2,3-dihydrofurans 3 were prepared in good yields with high stereoselectivity by the reaction of thien-alpha-oylmethyltriphenylarsonium bromide 1 with 3-[(un)substituted benzylidene]-2,4-pentadione 2 in benzene in the presence of potassium carbonate at 55 degrees C. The structure of compound 3 was confirmed by IR, MS, H-1 NMR, H-1-H-1 COSY, microanalysis and single crystal X-ray diffraction analysis. The possible reaction mechanism for the formation of products was also proposed.