58653-96-6

Upstream product

• 78626-51-4 methyl 2-(benzoyloxy)-2-propenoate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 769-78-8 vinyl benzoate 
• 186581-53-3 diazomethane 
• 52210-17-0 Benzoic acid (E)-(R)-1-methyl-3-(2,2,6-trimethyl-4-oxo-cyclohexyl)-allyl ester 
• 17392-83-5 (R)-Methyl lactate 
• 98-88-4 benzoyl chloride 
• 547-64-8 methyl lactate 

Relevant academic research and scientific papers

Tuning of the structures of chiral phosphane-phosphites: Application to the highly enantioselective synthesis of α-acyloxy phosphonates by catalytic hydrogenation

A family of new chiral phosphane-phosphites 5 has been prepared and employed in the synthesis of rhodium complexes of formulation [Rh(cod)(5)]BF4 (7). The use of bulky phosphane or phosphite groups in the preparation of 7 avoids the formation of undesired

Hydrocarbonylation of Enol Esters Catalyzed by a Palladium(II) Complex

The palladium(II)-catalyzed carbonylation of various enol esters in the presence of methanol under pressurized carbon monoxide was investigated. As typical results, the carbonylation of isopropenyl acetate afforded a cyclocarbonylation product, 2-methoxy-2,5,5-trimethyl-1,3-dioxolan-4-one, in 46% yield under carbon monoxide of 150 atm at 100 °C, whereas vinyl acetate selectively gave an α-hydroesterification product, methyl 2-acetoxypropionate, in 56% yield under 250 atm at 100 °C. On the contrary, the reaction of 3,3-dimethyl-1-buten-2-yl acetate gave exclusively a β-hydroesterification product, methyl 3-acetoxy-4,4-dimethylpentanoate, in 64% yield. The yields of these products show a maximum as a function of the base/palladium ratio and of the carbon monoxide pressure. The effects of the reaction variables, such as the MeOH/substrate ratio, the structure of the base, the base/Pd ratio, the CO pressure, and the reaction temperature, were examined for optimizing the process. The mechanisms for the unique cyclocarbonylation and highly regioselective hydrocarbonylation of enol esters involving hydridopalladium(II) intermediate are discussed.

Hydroesterification of Olefins Catalyzed by Pd(OAc)2 Immobilized on Montmorillonite

Palladium acetate immobilized on montmorillonite is an efficient catalyst for the hydroesterification of olefins with carbon monoxide and methanol, in the presence of triphenylphosphine and an acid promoter, affording branched chain esters.The reaction is regiospecific for aryl olefins as well as for vinyl benzoate and regioselective for aliphatic olefins.