Synthesis and reactions of enantiomerically pure dialkyl diselenides from the p-menthane group

New and efficient methodology for the synthesis of chiral mono- and ditellurides

“…[11][12][13][14][15][16][17][18] Taking into consideration the instability and lower reactivity of tellurium compounds, by modifying the reaction conditions in which the diselenides were obtained, we were able to synthesize analogous mono-and ditellurides.…”

“…9 Previously, we mainly focused on developing effective methods for the synthesis of new optically active monoterpene derivatives containing sulfur 10 and selenium. [11][12][13][14][15][16][17][18][19] The results prompted us to synthesize analogous structures with tellurium. Among all of the known methodologies to synthesize symmetrical tellurides and ditellurides, the most broadly used is the alkylation or arylation of nucleophilic telluride or ditelluride dianions (a and b).…”

Water-dependent synthesis of biologically active diaryl diselenides

“…Considering their usage in organic synthesis diselenides possess several advantages -they are stable and can be easily converted to electrophilic, nucleophilic and radical reagents. [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] The biological potential of diaryl diselenides is mainly associated with their GPx-like activity. Glutathione peroxidase (GPx) is a selenoenzyme that, based on the presence of catalytically active aminoacid selenocysteine (Sec, U), eliminates reactive oxygen and nitrogen species enabling to maintain the redox homeostasis inside the cell.…”

Reactivity of dipinanyl diselenides functionalized at C-10-position with -CH2O(Se)Ph, -OH and -OCPh3 substituents

“…Previously, our research group has synthesised several examples of terpenyl diselenides, bearing an additional heteroatom, and transformed them into corresponding electrophiles and used these as reagents in the asymmetric selenenylation of olefins and selenocyclization of unsaturated alcohols and acids. [19][20][21][22][23][24][25][26] Application of dipinocamphyl diselenides 8 and 9 substituted with phenylselenyl and pentafluorophenoxy groups resulted in good diastereomeric ratios with moderate yields. For diselenide 10, bearing a hydroxyl group, the diastereomeric excess was minimal.…”