O-Protected NH-free hydroxylamines: emerging electrophilic aminating reagents for organic synthesis

Abstract

In this highlight, O-protected NH-free hydroxylamine derivatives have been evaluated in the construction of nitrogen-enriched compounds, such as primary amines, amides, and N-heterocycles, with high regio-, chemo- and stereoselectivity in the unprotected form, showcasing the late-stage functionalization of natural products, drugs and functional molecules by biocatalysis, organocatalysis, and transition metal catalysis. The reactivity dichotomy among these N–O reagents has been explored based on SET and metal-nitrenoids.