Functionalized amines are high-value materials with numerous applications as therapeutic agents, agrochemicals and organic materials. The development of strategies for enabling the fast and divergent synthesis of these material can have a positive impact to our ability to discover, manufacture and evolve molecules of high-relevance to our society. In this proposal we present an innovative approach for the functionalization of homoallylic amines based on their coordination borane (BH3). This will provide access to novel boryl radical species that we will exploit in cyclization-functionalization cascade. This novel reactivity mode will convert the homoallylic amine into a cyclic borylated and functionalized building block that can be further diversified across the sp3 C–B bond by oxidation or Suzuki-Miyaura cross-coupling. Overall, this strategy will constitute a divergent platform for the diversification of high-value amines and also a novel retrosynthetic tactic for the preparation of high-value and structurally complex drug analogues. This research squarely fits within the expertise of the Leonori group in the generation and use of boryl radicals in synthesis and catalysis. The completion of such an innovative and ambitious project at RWTH Aachen University will be facilitated by generating, transferring, sharing and disseminating knowledge, and will enhance the Researcher future career following the training plan envisioned.