77037-14-0Relevant academic research and scientific papers
Visible-light-promoted selenofunctionalization of alkenes
Conner, Elizabeth S.,Crocker, Katherine E.,Fernando, Ranelka G.,Fronczek, Frank R.,Stanley, George G.,Ragains, Justin R.
supporting information, p. 5558 - 5561 (2013/11/19)
A visible-light-promoted method for the selenofunctionalization (and tellurofunctionalization) of alkenes has been developed. This method obviates the prepreparation of moisture-sensitive chalcogen electrophiles. The experimental setup is simple, and supe
Intramolecular nucleophilic deselenenylation reactions promoted by benzeneselenenyl triflate. Stereospecific synthesis of vicinal amino alcohol precursors
Tingoli, Marco,Testaferri, Lorenzo,Temperini, Andrea,Tiecco, Marcello
, p. 7085 - 7091 (2007/10/03)
After activation with electrophilic selenenylating agents, the phenylseleno group of vicinal azido selenides, containing internal oxygen or nitrogen nucleophilic substituents, readily undergoes intramolecular nucleophilic displacement to afford azido-substituted heterocyclic compounds. This intramolecular substitution occurs with inversion of configuration at the carbon atom bearing the selenium atom. Starting from acetamido selenides and carbamato selenides, a stereocontrolled synthesis of the vicinal amino alcohol precursor oxazolines and oxazolidin-2-ones has been developed.
PHENYLSELENO-LACTONIZATION OF OLEFINIC NITRILES PROMOTED BY PEROXYDISULPHATE ION OXIDATION OF DIPHENYL DISELENIDE
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Bartoli, Donatella
, p. 6819 - 6832 (2007/10/02)
The oxidation of diphenyl diselenide with ammonium peroxydisulphate is a very simple and efficient method to produce phenylselenium cations in the absence of nucleophilic counter ions.The reaction carried out in the presence of an olefin, in acetonitrile
Synthetic Approach to the Amphilectane Diterpenes: The Use of Nitriles as Terminators of Carbocation-Olefin Cyclizations
Stevens, Robert V.,Albizati, Kim F.
, p. 632 - 640 (2007/10/02)
A biomimetic approach to the synthesis of tricyclic terpenoid isonitriles from marine sponges is described which involves carbocation-olefin cyclization of polyolefinic precursors terminated by the stereoselective formation of a carbon-nitrogen bond.The k
Amidoselenation of Olefins and Its Utilization for Synthesis of Allylic Amides
Toshimitsu, Akio,Aoai, Toshiaki,Owada, Hiroto,Uemura, Sakae,Okano, Masaya
, p. 4727 - 4733 (2007/10/02)
The reaction of phenylselenyl chloride with olefins in acetonitrile containing trifluoromethanesulfonic acid and water affords β-acetamidoalkyl phenyl selenides in good to excellent yields.This represents the first example of one-pot amidoselenation of mono- and disubstituted olefins.The reaction can be carried out in benzonitrile, propionitrile, butyronitrile, or ethyl cyanoacetate.It was confirmed that the amidoselenation reaction proceeds with trans stereospecifity.Oxidative elimination of the produced β-amidoalkyl phenyl selenides gives allylic amides selectively in good to excellent yields.These two reactions constitute a good method for conversion of olefins to allylic amides.
Anodic acetamidoselenation of alkenes
Bewick, Alan,Coe, David E.,Fuller, Geoffrey B.,Mellor, John M.
, p. 3827 - 3828 (2007/10/02)
Anodic oxidation of diphenyldiselenide in acetonitrile in the presence of an alkene gives acetamidoselenides.
