55776-34-6Relevant articles and documents
Decarbonylative radical coupling of α-aminoacyl tellurides: Single-step preparation of γ-amino and α,β-diamino acids and rapid synthesis of gabapentin and manzacidin A
Nagatomo, Masanori,Nishiyama, Hayato,Fujino, Haruka,Inoue, Masayuki
supporting information, p. 1537 - 1541 (2015/01/30)
A new radical-based coupling method has been developed for the single-step generation of various γ-amino acids and α,β-diamino acids from α-aminoacyl tellurides. Upon activation by Et3B and O2 at ambient temperature, α-aminoacyl tellurides were readily converted into α-amino carbon radicals through facile decarbonylation, which then reacted intermolecularly with acrylates or glyoxylic oxime ethers. This mild and powerful method was effectively incorporated into expeditious synthetic routes to the pharmaceutical agent gabapentin and the natural product (-)-manzacidin A.
Aqueous phase one-electron reduction of sulfonium, selenonium and telluronium salts
Eriksson, Per,Engman, Lars,Lind, Johan,Merenyi, Gabor
, p. 701 - 705 (2007/10/03)
Triorganylsulfonium, -selenonium and -telluronium salts were reduced by carbon dioxide radical anions/solvated electrons produced in aqueous solution by radiolysis. The radical expulsion accompanying reduction occurred with the expected leaving group propensities (benzyl > secondary alkyl > primary alkyl > methyl > phenyl), although greater than expected loss of the phenyl group was often observed. Diorganyl chalcogenides formed in the reductions were conveniently isolated by extraction with an organic solvent. Product yields based on the amount of reducing radicals obtained from the γ-source were often higher than stoichiometric (up to 1800 %) in the reduction of selenonium and telluronium compounds; it is likely that this result can be accounted for in terms of a chain reaction with carbon-centred radicals/formate serving as the chain transfer agent. The product distribution was essentially independent of the reducing species for diphenyl alkyl telluronium salts, whereas significant variations were seen for some of the corresponding selenonium salts. This would suggest the intermediacy of telluranyl radicals in the one-electron reduction of telluronium salts. However, pulse radiolysis experiments indicated that the lifetimes of such a species (the triphenyltelluranyl radical) would have to be less than 1 μs. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Substituent Effects and Stereochemistry in 125Te NMR Spectroscopy. Diorganyltellurium Dihalides and Some Tellurides and Ditellurides
Duddeck, Helmut,Biallass, Armin
, p. 303 - 311 (2007/10/02)
125Te, 19F and 13C NMR data for 33 compounds containing tellurium substituents are presented.The 125Te chemical shifts in (PhTeCl2)R compounds are between δ=878 and 1023; in corresponding (PhTeF2)R compounds they are 220 to 360 ppm larger.Effects of subst