396714-79-7Relevant academic research and scientific papers
Construction of tetrahydrofuran-3-ones from readily available organochalcogen precursors via radical carbonylation/reductive cyclization
Berlin, Stefan,Ericsson, Cecilia,Engman, Lars
, p. 3 - 6 (2002)
(matrix presented) β-Hydroxyalkyl aryl chalcogenides, readily available by regioselective ring-opening of epoxides with nucleophilic benzeneselenolate or tellurolate, were O-alkylated by treatment with ethyl propiolate or (E)-1,2-bis(phenylsulfonyl)ethyle
NMR chiral discrimination of chalcogen containing secondary alcohols
Marques, Naiade B.G.,Jacob, Raquel G.,Perin, Gelson,Lenard?o, Eder J.,Alves, Diego,Silva, Márcio S.
supporting information, p. 41 - 51 (2018/11/23)
Here, we report the general strategies by which NMR spectroscopy can be used to determine the enantiopurity and absolute configuration of chalcogen containing secondary alcohols, including the evaluation of the use of chiral solvating and chiral derivatiz
A simple and non-conventional method for the synthesis of selected β-arylalkylchalcogeno substituted alcohols, amines and carboxylic acids
Borges, Elton L.,Jacob, Raquel G.,Lenard?o, Eder J.,Lima, David B.,Perin, Gelson,Silva, Márcio S.,Silva, Patrícia C.
, p. 376 - 389 (2017/02/05)
A simple and mild procedure for the reaction of nucleophilic chalcogenium species (Se and Te) with lactones, epoxides or aziridines to prepare chalcogen-containing acids, alcohols and amines in non-conventional media is described. The chalcogenolate nucle
Microwave-assisted group-transfer cyclization of organotellurium compounds
Ericsson, Cecilia,Engman, Lars
, p. 5143 - 5146 (2007/10/03)
Primary- and secondary-alkyl aryl tellurides, prepared by arenetellurolate ring-opening of epoxides/O-allylation, were found to undergo rapid (3-10 min) group-transfer cyclization to afford tetrahydrofuran derivatives in 60-74% yield when heated in a microwave cavity at 250 °C in ethylene glycol or at 180 °C in water. To go to completion, similar transformations had previously required extended photolysis in refluxing benzene containing a substantial amount of hexabutylditin. The only drawback of the microwave-assisted process was the loss in diastereoselectivity which is a consequence of the higher reaction temperature. Substitution in the Te-aryl moiety of the secondary-alkyl aryl tellurides (4-OMe, 4-H, 4-CF3) did not affect the outcome of the group-transfer reaction in ethylene glycol. However, at lower temperature, using water as a solvent, the CF3 derivative failed to react. The microwave-assisted group-transfer cyclization was extended to benzylic but not to primary- and secondary-alkyl phenyl selenides.
