74658-72-3Relevant academic research and scientific papers
Olefin Epoxidation with α-Substituted Hydroperoxides
Rebek, J.,McCready, R.
, p. 5602 - 5605 (1980)
A number of α-substituted hydroperoxides were examined for their ability to epoxidize olefins in a stereospecific manner.Hydroperoxy ethers, amines, carbonyl compounds, and nitriles showed this capability.Intramolecular epoxidation was demonstrated in cases where ortho esters of some olefinic alcohols were treated with H2O2, and methyl orthooleate - H2O2 mixtures also epoxidized the internal olefin in an intramolecular reaction.Attempts to generate chiral hydroperoxides for asymmetric epoxidation are described and structural features required for epoxidation reagents are discussed.
