1312426-07-5Relevant academic research and scientific papers
Isolation of a bis-iodurated tetra-THF as a trace product from the oxidation of squalene with RuO4 and its double ring expansion to a novel bis-THF-bis-THP compound
Piccialli, Vincenzo,Zaccaria, Sabrina,Centore, Roberto,Tuzi, Angela,Borbone, Nicola,Oliviero, Giorgia
, p. 5362 - 5373 (2011)
A novel bis-iodurated polyether compound, based on an unprecedented tetra- THF backbone, has been isolated as a trace by-product of the oxidation of squalene with the catalytic system RuO2 (cat.)/NaIO4. The double erythro configuration of the central portion of the molecule furnishes the first indirect support of the previously postulated pathway operating in the oxidative pentacyclization of the isoprenoid substrate. A bidirectional double oxidative bis-cyclization is invoked to explain the formation of this compound. The isolated substance was successfully subjected to a double rearrangementring expansion to give a novel bis-THF-bis-THP compound.
