Simple, Enantiocontrolled Azetidine Library Synthesis via Strain Release Functionalization of 1-Azabicyclobutanes

A simple, modular, programmable approach to access complex stereopure azetidines through strain-release functionalization is disclosed. The synthetic methods developed enable parallel synthesis of stereodefined azetidines that would be otherwise laborious to produce. Given the privileged nature of these structures, a set of ste-reoprobes for use in activity-based protein profiling was prepared and evaluated, revealing proteins in human can-cer cells with were liganded with clear stereo- and chemo-selectivity