277-84-9Relevant academic research and scientific papers
PALLADIUM(0) CATALYZED REACTIONS OF 1,4-EPIPEROXIDES
Suzuki, Masaaki,Oda, Yoshihisa,Hamanaka, Nobuyuki,Noyori, Ryoji
, p. 517 - 535 (2007/10/02)
The Pd(PPh3)4 catalyzed reaction of 2,3-saturated and 2,3-unsaturated 1,4-epiperoxides proceeds by courses markedly different from those of the previously reported transition metal catalyses.The Pd(0)-promoted reaction of 2,3-saturated epiperoxides gives the corresponding 4-hydroxy ketones and 1,4-diols as the major products.From 2,3-dedihydroepiperoxides are formed the corresponding 4-hydroxy enones, syn-1,2;3,4-diepoxides, and 1,4-diols.The results are interpreted in terms of competing Pd(0)/Pd(II) exchange mechanisms.Exposure of prostaglandin (PG) H2 methyl esterto Pd(PPh3)4 produces a mixture of methyl esters of PGD2, PGE2, PGF2α, and (5Z,8E,10E,12S)-12-hydroxy-5,8,10-heptadecatrienoic acid.
PALLADIUM(O) CATALYZED REACTION OF 1,3-DIENE 1,4-EPIPEROXIDES
Suzuki, M.,Oda, Y.,Noyori, R.
, p. 4413 - 4416 (2007/10/02)
Reaction of 1,3-diene 1,4-epiperoxides with Pd(PPh3)4 catalyst forms the corresponding 4-hydroxy enones, syn diepoxides, and 1,4-diols as the major products.The results are interpreted as being due to competing Pd(O)/ Pd(II) and Pd(O)/ Pd(I) exchange mechanisms.
