86939-06-2Relevant 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.
SENSITIZED PHOTOOXIDATION REACTIONS OF CIS-α,α'-DIMETHYLSTILBENE. SENSITIZER, TEMPERATURE, AND SOLVENT EFFECTS ON PRODUCT DISTRIBUTION.
Futamura, Shigeru,Ohta, Hiroyuki,Kamiya, Yoshio
, p. 697 - 700 (2007/10/02)
Sensitized photooxidation of cis-α,α'-dimethylstilbene(1) depends on sensitizer, solvent, and temperature.At room temperature, Ru(bpy)32+- or TPP- sensitized photooxidation reaction of 1 affords a dioxetane hydroperoxide(2), while only an allylic hydroperoxide(3) is obtained when RB or MB is used as sensitizer.At low temperature, 2 comes to be formed independent of the sensitizer used.
