Radical-Mediated Formation of Functionalized Allylic Synthons

Functionalized allylic structures are valuable motifs playing a significant role in bioactive and pharmaceuticals. Great efforts have thus been devoted to the formation of allylic scaffolds, and conventional methods based on transition metal catalysts that can stabilize and fine-tune the reactivity of p-allyl intermediates have proven to be of high synthetic value. More recently, metal and/or photoredox catalysis promoted allylations have been developed providing alternative approaches to allyl complexity, though these manifolds are usually depending one SET steps thereby expanding the opportunities that exist for allylation chemistry. Nonetheless, multi-component strategies empowered by radical intermediates remain so far underdeveloped despite their potential to rapidly expand the chemical space for advanced allylic synthons. Our main objective in this doctoral thesis was to develop novel, stereo- and regioselective transformations by combing diverse allylic precursors with radical coupling partners, facilitating the fabrication of mostly C-C and C-S bonds via dual metal/photoredox catalyzed allylation and radical-induced cascade ring-opening/allylation approaches.

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