Résumé
Nitrogen is the fourth most common element found in FDA approved drugs, appearing in 84% of structures. Given its importance, methods to install this functionality with concomitant control of stereochemistry are highly desirable. With the wide availability of olefins as feedstocks, we have long sought to develop a carboamination of alkenes, the concomitant addition of carbon and nitrogen across the pi bond. Importantly, the ideal transformation will be stereospecific and can deliver diastereomeric products from alkene isomers. Successful reactions have been developed using C-H activation or transmetalation to deliver the carbon component and dioxazolones or other nitrogen functionality as the amine component. Reaction discovery and applications to peptide synthesis will be discussed.
