Study on the Reaction of CIS-1-Acetyl-2-Aryl-6,6-Dimethyl-5,7-Dioxospiro-[2,5]-4,8-Octadiones with Methanol

Abstract

Cis-l-acetyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2,5]-4,8-octadiones 3a-d (X=p-CH₃, p-Cl, H, p-NO₂) reacted with anhydrous methanol in a sealed tube at 80°C to form trans, cis-α-carbomethoxy-β-(α′-methoxy-α′-aryl)-γ-methoxy-γ-methyl-γ-butyrolactones 4a-d and cis, cis-α-carbomethoxy-β-(α′-methoxy-α′-aryl)-γ-methoxy-γ-methyl-γ-butyrolactones 5a-d in good yield.

Key Words:

• Cis-l-acetyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[2,5]-4,8-octadione
• Trans, cis-α-carbomethoxy-β-(α′- methoxy - α′ - aryl) - γ - methoxy - γ - methyl - γ - butyrolactones
• Cis, cis-α-carbomethoxy-β-(α′-methoxy-α′-aryl)-γ-methoxy-γ-methyl-γ-butyrolactones.