92056-49-0

Upstream product

• 92056-47-8 methyl ((2E,4E)-5-phenylpenta-2,4-dien-1-yl) carbonate 
• 108-59-8 malonic acid dimethyl ester 
• 104-55-2 3-phenyl-propenal 
• 5208-89-9 (E)-1-phenyl-1,4-pentadien-3-ol 
• 105273-62-9 (E)-5-phenyl-1,4-pentadien-3-yl acetate 

Relevant academic research and scientific papers

Iron-catalyzed allylic alkylation

A method for performing an iron-catalyzed allylic alkylation includes the preparation of a reaction mixture obtainable from (i) an allylic substrate with the structural element C═C—C—X, wherein X comprises a leaving group that represents a carbonate, (ii) an active Fe(-II) catalyst complex, (iii) at least one ligand, (iv) at least one solvent, and (v) a nucleophile or pronucleophile.

Example of thermodynamic control in palladium-catalyzed allylic alkylation. evidence for palladium-assisted allylic C-C bond cleavage

Pd(0)-catalyzed reactions of a number of dienyl acetates with dialkyl malonates show that the regiochemistry of the reaction is very dependent on the reaction conditions. At low temperature and short reaction times the reaction is under kinetic control, but at elevated temperature and longer reaction times the reaction is under thermodynamic control. Under the latter conditions it was demonstrated that the kinetic allylic malonate rearranged to its thermodynamically more stable regioisomer in the presence of the Pd(0) catalyst. The results strongly support the cleavage of an allylic C-C bond by Pd(0), and thus the dialkyl malonate anion has acted as a leaving group.