A regio- and stereospecific aziridine ring opening reaction allows for new synthetic technology to construct a variety of quaternary β-substituted α-amino functional groups. Mild reaction conditions allow for application to highly functionalized systems. This reaction has been applied to form chiral, tertiary alkyl-aryl ethers. The strategy has been further investigated using a variety of functionalized aziridines and phenols to determine the scope of the reaction to form these hindered ethers. Other nucleophiles and aziridines have been employed to encompass a broader range of functionalities. This aziridine ring opening reaction has demonstrated utility in making 9R-10S-epi-ustiloxin analogues. These analogues proved inactive in a purified tubulin binding assay demonstrating for the first time that the spatial arrangement of the 9-methylamino substituent is an essential binding element to the protein tubulin.