51231-12-0Relevant articles and documents
Palladium-Complex-Catalyzed Reactions of Ketenes with Allylic Carbonates or Acetates. Novel Syntheses of α-Allylated Carboxylic Esters and 1,3-Dienes
Mitsudo, Take-aki,Kadokura, Mamoru,Watanabe, Yoshihisa
, p. 1695 - 1699 (1987)
Diphenylketene and ethylphenylketene react with allylic carbonates or acetates in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium to give α-allylated esters or 1,3-dienes, respectively.For example, the reaction of diphenylketene with allyl methyl carbonate in DMF at 0 deg C gave methyl 2,2-diphenyl-4-pentenoate in 67percent yield.The reaction of diphenylketene with allyl acetate in benzene at 25 deg C gave 1,1-diphenyl-1,3-butadiene in 72percent yield.Marked solvent effects were observed.