PrilezhaevOxidation
The Prilezhaev reaction, also known as epoxidation, is a chemical reaction in which an alkene is converted into an epoxide using a peroxy acid. The most common peroxy acid used in this reaction is meta-chloroperoxybenzoic acid (m-CPBA), although peroxyacetic acid and peroxyformic acid can also be employed. The reaction is named after the Russian chemist Nikolai Prilezhaev, who first described it in 1909.
The mechanism of the Prilezhaev reaction involves a concerted, one-step process. The peroxy acid acts as an
The Prilezhaev reaction is highly regioselective and stereoselective. It generally proceeds with syn-addition, meaning that the