38309-44-3Relevant academic research and scientific papers
Epoxidation of allylic alcohols in aqueous solutions of non surfactant amphiphilic sugars
Denis,Misbahi,Kerbal,Ferrieres,Plusquellec
, p. 2460 - 2461 (2007/10/03)
A variety of cyclic and acyclic allylic alcohols undergo efficient chemo-, regio- and/or stereoselective epoxidations in neutral aqueous solutions of amphiphilic carbohydrates (sucrose, L-arabinose, methyl or ethyl β-D-fructopyranoside) by using dilute hydrogen peroxide in the presence of molybdic or tungstic salts.
Solvent Effects in the Dimethyldioxirane Oxidation of Allylic Alcohols: Evidence for Hydrogen Bonding in the Dipolar Transition State of Oxygen Transfer
Adam, Waldemar,Smerz, Alexander K.
, p. 13039 - 13044 (2007/10/02)
A notably higher diastereoselectivity is observed in the dimethyldioxirane epoxidation of chiral allylic alcohols when less polar solvent mixtures are employed; this is interpreted in terms of a dipolar transition state with OH association through hydrogen bonding to the dioxirane, for which a preferential dihedral angle of >130 deg is estimated.
