1247181-47-0Relevant academic research and scientific papers
Alkene syn dihydroxylation with malonoyl peroxides
Griffith, James C.,Jones, Kevin M.,Picon, Sylvain,Rawling, Michael J.,Kariuki, Benson M.,Campbell, Matthew,Tomkinson, Nicholas C. O.
, p. 14409 - 14411 (2010)
Cyclopropyl malonoyl peroxide (1), which can be prepared in a single step from the commercially available diacid, is an effective reagent for the dihydroxylation of alkenes. Reaction of 1 with an alkene in the presence of 1 equiv of water at 40 °C followed by alkaline hydrolysis leads to the corresponding diol (40-93%). With 1,2-disubstituted alkenes, the reaction proceeds with syn selectivity (3:1 to >50:1). A mechanism consistent with the experimental findings that is supported by oxygen-labeling studies is proposed.
