Tetraselenotungstate: an efficient selenating reagent for the synthesis of β-amino diselenides by aziridine ring opening reactions

Bis(trimethylsilyl)selenide in the Selective Synthesis of β‐Hydroxy, β‐Mercapto, and β‐Amino Diorganyl Diselenides and Selenides Through Ring Opening of Strained Heterocycles

“…In the case of halogenated epoxide 2e, the reaction was performed at 0°C; performing the reaction at room temperature led to the formation of a complex mixture of products. Notably, under these reaction conditions, [24] [i] Ref.…”

“…[9a] tetraselenotungstate, [24] and (PhSe) 2 / NaBH 4 . [25] Thus, there is still a growing interest in the synthesis of such compounds and in developing new selenating reagents that can afford regio-and stereocontrolled selenium transfer in a single step.…”

A New Selena‐Aza‐Payne‐Type Rearrangement of Aziridinylmethyl Tosylates Mediated by Tetraselenotungstate

“…[9] We found that (N-tosylaziridinyl)methyl tosylates undergo an unusual rearrangement with 1 to give allylamine derivatives with excellent regio-and stereocontrol (Scheme 2).…”

Synthesis of chiral Nβ-protected amino diselenides from the corresponding amino alkyl iodides using NaBH2Se3 as a selenating reagent and their conversion to seleninic acids

“…1 Organoselenium compounds find applications in organic synthesis, 2 ligand chemistry 3 and in biological processes. 4 Selenium supplementation plays an important role in disease prevention 20 like cancer, cardiovascular, neurodegenerative and Alzheimer's. [5][6][7][8] The common dietary selenium compounds are selenite, selenomethionine, methylselenocysteine and selenocysteine (SeCys).…”

“…50 The solution of 4 in THF was then treated with in situ generated NaBH 2 Se 3 to afford the N-protected L-selenocystine methyl ester 5 in good yield. Due to the instability and high reactivity of selenol (SeH) 20 functional group, Secys is usually prepared as diselenide, which is reduced 51,52 in situ to the selenol when needed. The present methodology is more convenient than existing procedures for the synthesis of N-protected L-selenocystine methyl ester 5 from Nprotected L-serine methyl ester 3.…”