Epoxides are ubiquitous groups that are commonly present in many pharmaceuticals and commodity chemicals. Often acting as an intermediate in chemical synthesis, epoxides can be easily transformed into a variety of functional groups ranging from alcohols to alkyl groups. Epoxidation chemistry, however, is often limited by the harsh conditions needed to install these groups and the inability to package many peracids, requiring these reagents to be prepared <i>in situ</i>. To advance the current methods, we have developed a two-phase enzymatic system with a lipase that can effectively generate peracids under mild conditions and translate their activity to the epoxidation of olefins. Here, we demonstrate this approach by application to a broad range of lipid and olefin epoxidations as well as mercaptan oxidations.

Tailoring chemoenzymatic oxidation via <i>in situ</i> peracids

2019 Fall National Meeting

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Tailoring chemoenzymatic oxidation via in situ peracids