86901-73-7

Upstream product

• 4720-83-6 6-oxabicyclo[3.2.1]oct-3-en-7-one 
• 86901-68-0 acetophenone potassium enoxytriethylborate 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 4720-83-6 6-oxabicyclo<3.2.1>-oct-3-en-7-one 

Downstream Products

• 99706-11-3 (Z)-3-(benzoylmethyl)-5-carbomethoxycyclohex-1-ene 
• 99706-12-4 (E)-3-(benzoylmethyl)-5-carbomethoxycyclohex-1-ene 

Relevant academic research and scientific papers

Palladium-Catalyzed Decarboxylative Allylic Alkylation of Allylic Acetates with β-Keto Acids

In the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium, β-keto acids react with allylic acetates at ambient temperature to produce α-allylic ketones in good yields with quantitative decarboxylation.This palladium-catalyzed decarboxylative allylic alkylation of allylic acetates with β-keto acids is characterized by high regio- and stereoselectivity.Allylation of β-keto acid takes place at the carbon atom bearing a carboxyl group.Allylic alkylation of allylic acetate with β-keto acid occurs at the less substituted end of the allyl group.The resultant carbon-carbon double bond of the α-allylic ketone has the E configuration.Allylic alkylation of lactone 25 with benzoylacetic acid proceeds preferably with retention of configuration, indicative of trans attack of the enolate on the (?-allyl)palladium intermediate from the opposite side of palladium even in the coexistence of free carboxylic acids.