128243-11-8

Upstream product

• 80787-04-8 ethyl 2-(acetoxymethyl)acrylate 
• 120-46-7 1,3-diphenylpropanedione 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 
• 89295-32-9 2-(ethoxycarbonyl)prop-2-en-1-yl phenyl sulfone 
• 98-86-2 acetophenone 

Downstream Products

• 51043-40-4 α-Methylen-δ-phenyl-δ-valerolacton 

Relevant academic research and scientific papers

Substitution of allylic functional acetates: Stereoselective synthesis of 2-alkylidene-1,5-ketoesters

Direct reaction of allylic functional acetates 1 and β-diketones 3 in the presence of anhydrous potassium carbonate in boiling absolute ethanol gave 2- alkylidene-1,5-ketoesters 4 in good to fair yields.

Utilization of Ethyl 2-((Phenylsulfonyl)methyl)acrylate for the Synthesis of α-Methylenevalerolactones

A two-step sequence is described for conversion of cyclic and acyclic ketone enolates into α-methylenevalerolactones.The first step involves Michael addition to ethyl α-((phenylsulfonyl)methyl)acrylate 1 with concomitant elimination of PhSO2 and formation of unsaturated keto esters 2-7.In the next sequence chemoselective ketone reduction is usually followed by spontaneous lactonization on acidification.Contrary to the five- and six-membered ring systems, the cis-fused isomer predominates in the seven- and eight-membered ring compounds 12 and 13.Spiro α-methylenevalerolactones 17a,b are as well obtainable by a short sequence of steps from 2-oxocyclohexanecarboxylate and 1.