A hydroxyl version of this functional group is isomerized in the Payne rearrangement, and aflatoxin damages DNA after one of these moieties is added to it by the P450 system. One method of synthesizing them uses a catalyst with a manganese-III salen-like ligand dissolved with sodium hypochlorite, while another uses DET and titanium isopropoxide. A 
A hydroxyl version of this functional group is isomerized in the Payne rearrangement, and aflatoxin damages DNA after one of these moieties is added to it by the P450 system. One method of synthesizing them uses a catalyst with a manganese-III salen-like ligand dissolved with sodium hypochlorite, while another uses DET and titanium isopropoxide. A third method reacts a carbonyl with a sulfonium ylide. They can be opened with a Grignard reagent in an SN2-like reaction or protonated with sulfuric acid and then opened in an SN1-like reaction. Besides the Jacobsen, Sharpless, and Corey-Chaykovsky reactions, this functional group can be created from halohydrins in an intermolecular Williamson synthesis. They have lots of ring strain due to the sixty-degree angle of their bonds. For 10 points, name this functional group, a three-member ring with two carbons and one oxygen.
A hydroxyl version of this functional group is isomerized in the Payne rearrangement, and aflatoxin damages DNA after one of these moieties is added to it by the P450 system.
{Epoxides} or {oxiranes} (prompt on {ethers})