Stereoselective selenium catalyzed dihydroxylation and hydroxymethoxylation of alkenes

Water and Aqueous Mixtures as Convenient Alternative Media for Organoselenium Chemistry

“…Previously, it was reported that similar reactions can be performed in a water/MeCN (3:1) mixture using 10% of diphenyl diselenide [55] or water using 2% of selenocysteine at room temperature ( Figure 14) [56]. The latter was slightly better in terms of stereoselectivity but considerably slower, probably as a consequence of the reduced loading of the catalyst.…”

“…Several aspects of this reaction can be highlighted as addressing the principles of Green Chemistry: (1) the aqueous medium allowed us to avoid organic solvents both as reaction medium and for purification procedures, (2) the use of a stoichiometric amount of hydrogen peroxide increases the atom economy and the safety of the process mainly for large-scale production, and (3) the possibility of recycling and reusing the catalyst and the medium at least five times without any further treatment allows a reduction of the waste produced from the synthesis and the workup. Previously, it was reported that similar reactions can be performed in a water/MeCN (3:1) mixture using 10% of diphenyl diselenide [55] or water using 2% of selenocysteine at room temperature ( Figure 14) [56]. The latter was slightly better in terms of stereoselectivity but considerably slower, probably as a consequence of the reduced loading of the catalyst.…”

Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon‐Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones

“…In this context, we have observed that although selenium compounds are often described as oxidising agents in literature, their use for the oxidation of naphthols is scarce . For example, organoselenenic acids can be used in eco‐friendly oxidation . The Barton and Finet groups have described Se‐based reactants for the preparation of 1,4‐NQs.…”

Peroxophosphotungstate held in an ionic liquid brush: an efficient and reusable catalyst for the dihydroxylation of olefins with H2O2 in neat water

“…1,2‐Diols are widely used as intermediates in the perfume and fragrance industry, for the manufacture of cosmetics, for the synthesis of commercial products such as photographic materials and lubricants, and for the preparation of various pharmaceuticals such as antagonists of peripheral and dopamine receptors …”