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The use of hydrogen peroxide as an oxidant would be advantageous, making the reaction more environmentally friendly as the sole byproduct is water. [7] Benzeneseleninic acid derivatives as catalysts have been reported to give high selectivity with hydrogen peroxide as the oxidant. [ 25 ]
The reaction is highly stereospecific in the sense that the double bond stereochemistry is generally transferred to the relative configuration of the epoxide with essentially perfect fidelity, so that a trans-olefin leads to the stereoselective formation of the trans-2,3-substituted epoxide only, as illustrated by the example above, while a cis ...
Hydrogen peroxide is a chemical compound with the formula H 2 O 2.In its pure form, it is a very pale blue [5] liquid that is slightly more viscous than water.It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3%–6% by weight) in water for consumer use and in higher concentrations for industrial use.
The Juliá–Colonna epoxidation is an asymmetric poly-leucine catalyzed nucleophilic epoxidation of electron deficient olefins in a triphasic system.The reaction was reported by Sebastian Juliá at the Chemical Institute of Sarriá in 1980, [1] with further elaboration by both Juliá and Stefano Colonna (Istituto di Chimica Industriale dell'Università, Milan, Italy).
Thermolysis converts 1 to (E,E) geometric isomer 2, but 3 to (E,Z) isomer 4.. The Woodward–Hoffmann rules (or the pericyclic selection rules) [1] are a set of rules devised by Robert Burns Woodward and Roald Hoffmann to rationalize or predict certain aspects of the stereochemistry and activation energy of pericyclic reactions, an important class of reactions in organic chemistry.
The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide (H 2 O 2) in base to form a benzenediol and a carboxylate.
Reactions where the stereochemistry of the hydroxyl group is inverted saw lower regioselectivity, and removal of the hydroxyl group gave the exclusive formation of the other regioisomer. It is likely that the close proximity of the hydroxyl group in the syn isomer acidifies the ring-fusion proton through hydrogen-bonding interactions, thus ...
In chemistry, primarily organic and computational chemistry, a stereoelectronic effect [1] is an effect on molecular geometry, reactivity, or physical properties due to spatial relationships in the molecules' electronic structure, in particular the interaction between atomic and/or molecular orbitals. [2]