89867-88-9Relevant 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.
Synthesis of 2,2-Diphenyl-3-oxetanol Derivatives and Their Thermal or Acid-catalyzed Decomposition
Shimizu, Nobujiro,Yamaoka, Shintaro,Tsuno, Yuho
, p. 3853 - 3854 (2007/10/02)
A series of five different 2,2-diphenyl-3-oxetanols was synthesized by photocycloadditiion of benzophenone and enol trimethylsilyl ethers followed by protolysis of the resultant 3-trimethylsiloxyoxetanes.Thermal cleavage and acid-catalyzed rearrangement of these oxetanes are described.
