62134-82-1Relevant academic research and scientific papers
METHOXYCHLORINATION AND DIMETHOXYLATION OF ALKENES. THE REACTIONS OF SUBSTITUTED STYRENES WITH PHENYLSELENENYL CHLORIDE IN METHANOL
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Bartoli, Donatella
, p. 2261 - 2272 (2007/10/02)
The addition of PhSeCl to α- and β-substituted styrenes in methanol is regio- and stereospecific and affords the products of methoxyselenenylation.These compounds further react with PhSeCl to give the deselenenylation products.In the case of α-substituted styrenes, 1-methoxy, 2-chloroalkanes are produced, whereas with β-substituted styrenes the major reaction products are the 1,2-dimethoxyalkanes and the 2,2-dimethoxyalkanes in which phenyl migration has occured.It is shown that these reactions proceed through the intermediate formation of the alkyl phenylselenium dichlorides, PhCR(OMe)CHR1SeCl2Ph, which evolve with different mechanisms depending on the structure of the starting alkenes.
ENANTIOSELECTIVE α-SELENENYLATION OF 2-PHENYLPROPANAL
Paulmier, Claude,Outurquin, Francis,Plaquevent, Jean-Cristophe
, p. 5889 - 5892 (2007/10/02)
The parameters (media, temperature, structures of reactants) relative to the enantioselective α-selenenylation of 2-phenylpropanal with chiral areneselenenamides have been studied.Enantiomeric excesses as high as 60percent have been observed.Recrystallization yielded an α-seleno-aldehyde in an optically pure form.
