250134-81-7Relevant academic research and scientific papers
Selective Epoxidation of Olefins by Perfluoro-cis-2,3-dialkyloxaziridines 1
Arnone, Alberto,Desmarteau, Darryl D.,Novo, Barbara,Petrov, Viacheslav A.,Pregnolato, Massimo,Resnati, Giuseppe
, p. 8805 - 8810 (1996)
Alkyl-substituted olefins are epoxidized by perfluoro-m-2,3-dialkyloxaziridines under particularly mild conditions. Electron deficient substrates (e.g. α,β-enones) can also be epoxidized, and the more electron poor the double bond is, the more severe the reactions conditions become. The epoxidation is chemoselective (secondary alcohols and their ethers do not interfere), site selective (the monoepoxide of a diene can be obtained), and stereoselective (cis-alkenes afford cj's-epoxides). Various complex and polyfunctional substrates of natural origin (monoterpenes, sesquiterpenes, steroids) have been transformed effectively.
SYNTHESIS OF UNSATURATED CARBONYL COMPOUNDS VIA A CHROMIUM-MEDIATED ALLYLIC OXIDATION BY 70percent TERT.BUTYLHYDROPEROXIDE
Muzart, Jacques
, p. 4665 - 4668 (2007/10/02)
Alkenes were converted into α,β-unsaturated carbonyl compounds using excess of tert.butylhydroperoxide and catalytic amounts of chromiumVI oxide at room temperature.Fair yields and conversions were obtained from Δ5-steroids while allylic oxidation of acyclic alkenes was less efficient.Epoxidation of the double bond, sometimes observed, remained a minor reaction pathway.
