23186-68-7Relevant articles and documents
Halide-Free Dehydrative Allylation Using Allylic Alcohols Promoted by a Palladium-Triphenyl Phosphite Catalyst
Kayaki, Yoshihito,Koda, Takashi,Ikariya, Takao
, p. 2595 - 2597 (2007/10/03)
The triphenyl phosphite-palladium complex was found to effect catalytic substitution reactions of allylic alcohols via a direct C-O bond cleavage. The dehydrative etherification proceeded efficiently without any cocatalysts and bases to give allylic ethers in good to excellent yields.
Autoxidation of Allyl Ether Compounds. Part II. Reactivity of Alkyl Allyl Ethers
Toivonen, Hannu
, p. 63 - 66 (2007/10/02)
The effect of the structure of alkyl allyl ethers on their autoxidation behaviour was investigated by measuring oxygen consumption rates in cobalt catalysed liquid phase oxidations at 30 deg C.The oxidation rates were found to vary considerably depending on the structure of the alkyl group.The rate determining step is intramolecular.The structural effects on the oxidation rates were interpreted as differences in the isomerization rates of peroxy radicals via intramolecular hydrogen transfers.The ease of the hydrogen abstractions were found to decrease in the order of β>γ>α depending on the position of the hydrogen in the alkyl group relative to the etheral oxygen.The contribution of a hydrogen to the autoxidation rate was also found to depend on the nature of the broken C-H bond, decreasing in the order of tert>sec>prim.