51483-32-0Relevant academic research and scientific papers
Photooxygenation of olefins in the presence of titanium(IV) catalyst: A convenient 'one-pot' synthesis of epoxy alcohols
Adam,Braun,Griesbeck,Lucchini,Staab,Will
, p. 203 - 212 (2007/10/02)
The photooxygenation of olefins in the presence of transition-metal complexes derived from Ti, V, and Mo constitutes a convenient and efficient 'one-pot' synthesis of epoxy alcohols. First, singlet oxygen transforms the olefin via an ene reaction into its allylic hydroperoxide, and subsequently, the allylic hydroperoxide is converted via transition-metal-catalyzed oxygen transfer into its epoxy alcohol. From the point of view of the olefinic substrate, the oxygen transfer is intermolecular, one allylic hydroperoxide molecule serving as oxygen donor and the other as oxygen acceptor in the form of its allylic alcohol, the transition metal playing the role of a template for both as in the Sharpless epoxidation. Unlike the latter process, the hydroperoxide donor and the allylic alcohol acceptor are generated in situ and continually consumed via a novel oxygen-transfer chain sequence.
Studies on the Autoxidation of Branched-chain Olefins. I. Autoxidation of 2-Methylalk-1-enes and 2-Methylalk-2-enes
Bilas, W.,Hoebold, W.,Pritzkow, W.
, p. 125 - 141 (2007/10/02)
The products of the autoxidation of 2-methylpent-1-ene, 2-methylpent-2-ene, 2-methylhex-1-ene, 2-methylhex-2-ene, 2,4,4-trimethylpent-1-ene, and 2,4,4-trimethylpent-2-ene were analyzed by gas chromatography.The identification of the products corresponding to the individual peaks was possible by comparison with authentic substances or by preparative gaschromatographic separation and n.m.r.-spectroscopy of the isolated samples.In this way not only the epoxides and the products of the oxidative cleavage of the C=C double bond but also the allylic alcohols formed by LiAlH4-reduction of the oxidation mixtures could be identified and analyzed.From the results the compositions of the original oxidation mixtures were calculated.
