7108-40-9Relevant academic research and scientific papers
Alkene anti-Dihydroxylation with Malonoyl Peroxides
Alamillo-Ferrer, Carla,Davidson, Stuart C.,Rawling, Michael J.,Theodoulou, Natalie H.,Campbell, Matthew,Humphreys, Philip G.,Kennedy, Alan R.,Tomkinson, Nicholas C. O.
supporting information, p. 5132 - 5135 (2015/11/03)
Malonoyl peroxide 1, prepared in a single step from the commercially available diacid, is an effective reagent for the anti-dihydroxylation of alkenes. Reaction of 1 with an alkene in the presence of acetic acid at 40 °C followed by alkaline hydrolysis leads to the corresponding diol (35-92%) with up to 13:1 anti-selectivity. A mechanism consistent with experimental findings is proposed that accounts for the selectivity observed.
Arene oxidation with malonoyl peroxides
Dragan, Andrei,Kubczyk, Tomasz M.,Rowley, Julian H.,Sproules, Stephen,Tomkinson, Nicholas C. O.
supporting information, p. 2618 - 2621 (2015/06/16)
Malonoyl peroxide 7, prepared in a single step from the commercially available diacid, is an effective reagent for the oxidation of aromatics. Reaction of an arene with peroxide 7 at room temperature leads to the corresponding protected phenol which can be unmasked by aminolysis. An ionic mechanism consistent with the experimental findings and supported by isotopic labeling, Hammett analysis, EPR investigations, and reactivity profile studies is proposed.
